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Natasha has spent her career working across government and nonprofit systems, including leadership roles in homelessness and community services across the Bay Area. Today, she leads COPE Family Support Center, where she and her team focus on strengthening family relationships through counseling, parent education, and community-based support services that help break intergenerational cycles and build healthier foundations for families.

In this conversation, Natasha shares a powerful reframe on one of the most common leadership beliefs: that emotion should be removed from decision-making. While many leaders are taught to separate feeling from strategy, Natasha explains why that mindset can actually weaken leadership in human-centered work. Instead, she explores how emotional awareness when understood and managed becomes a source of clarity, compassion, and stronger decision-making.

She also reflects on her early start in leadership, stepping into management roles in her early twenties within local government systems. That experience shaped her ability to navigate complexity, lead through crisis, and build systems-level thinking at a young age, while also learning the long-term responsibility of developing others.

A major theme throughout the episode is the idea of alignment over balance. Natasha unpacks how leaders often struggle with competing demands from teams, communities, and organizations, and why the real challenge is ensuring your energy matches your values especially when everything feels important.

The conversation goes deeper into leadership traps such as the “yes culture,” where high performers overcommit simply because they are capable. Natasha and Kim explore how this pattern can lead to burnout, bottlenecks, and a lack of strategic clarity, especially in mission-driven environments where everything feels urgent and meaningful.

Natasha also opens up about unlearning the belief that strong leaders must always have the answers. Instead, she highlights the importance of curiosity, creating space for others to contribute, and building teams that are empowered to think and decide independently — rather than becoming overly dependent on leadership.

One of the most reflective parts of the episode centers on imposter syndrome, identity, and transition. Natasha shares how growth often comes with discomfort and a redefinition of self, especially when stepping into new roles or environments. Rather than resisting that discomfort, she explains how leaning into it and reconnecting with lived experience and accomplishments helps leaders stay grounded and confident.

Together, Kim and Natasha also explore deeper themes of bias, perspective, and lived experience, including how assumptions about identity, privilege, and workplace expectations shape how people move through the world and how leaders can become more aware of those dynamics.

This episode explores:

- How emotional intelligence strengthens clarity and decision-making

- Why alignment matters more than traditional “work-life balance”

- How overcommitment creates bottlenecks and burnout

- Why strong leadership is about asking better questions, not having all the answers

- The importance of building teams that contribute, not just execute

- Why imposter syndrome often appears during growth and transition

Natasha’s perspective is a powerful reminder that leadership is not just about systems, strategy, or output it’s about people, awareness, and the ongoing process of becoming more intentional in how we lead and show up.

If you’re a leader, executive, or change maker navigating complexity, growth, or personal evolution, this conversation offers grounded insights on how to lead with clarity, empathy, and alignment even in uncertain environments.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Guest: Natasha Paddock

CEO: COPE Family Support Center
LinkedIn: https://www.linkedin.com/in/natasha-paddock-msw-6278b0a/

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Having led multinational organizations across Europe and beyond, Alon has built a career helping companies scale profitably through innovation, digitization, operational excellence, and strong leadership. Known for combining strategic vision with hands-on execution, he has managed large profit centers, led complex teams, and driven high-stakes business transformations across multiple industries.

In this conversation, Alon shares how one of the biggest mindset shifts in his career came from realizing that saying “yes” to every opportunity is not always the path to success. Early in his business development career, he was taught to maximize opportunities by always saying yes advice that initially seemed logical, but later proved to be limiting.

Alon explains how learning to say no to the wrong opportunities, toxic business relationships, and short-term wins ultimately created space for stronger partnerships, healthier growth, and better long-term outcomes. He discusses why leaders must prioritize focus, standards, and long-term value creation over immediate financial gains or short-term validation.

Throughout the episode, Alon offers a refreshing perspective on leadership, uncertainty, and growth. Rather than trying to eliminate doubt, he shares why embracing uncertainty has become one of his greatest leadership advantages allowing him to make decisions faster, stay adaptable, and continue pushing beyond his comfort zone.

Beyond business strategy, Alon also reflects on his leadership philosophy, his transition from corporate executive roles into AI-focused entrepreneurship, and why building robust organizations that can thrive without constant leader involvement is a true sign of leadership maturity.

This episode explores:

- Why saying yes to everything can become a trap for high achievers

- The power of learning when to say no in business and leadership

- Why toxic but profitable client relationships often cost more than they give

- How short-term wins can sabotage long-term sustainable growth

- Why strong leaders don’t need to have all the answers

- The importance of creating conditions for collective intelligence within teams

- How embracing doubt and uncertainty can improve decision-making

Alain perspective is a powerful reminder that leadership is not about certainty, perfection, or having all the answers it’s about building resilience, making intentional decisions, empowering others, and continuing to grow through uncertainty.

If you’re a leader, entrepreneur, or executive navigating growth, transformation, operational challenges, or leadership development, this conversation is filled with practical wisdom, mindset shifts, and real-world business lessons.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Guest: Alon Cohen

Linkedin: https://www.linkedin.com/company/famla/

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With more than 20 years of entrepreneurial and technical leadership experience across Europe, the United States, and Israel, Laurent has built and scaled multiple businesses across industries including eCommerce, digital marketing, and AI. His journey has been shaped by high growth success, painful setbacks, and hard-earned lessons about resilience, accountability, and leadership.

In this conversation, Laurent shares the story of how an unexpected volcanic eruption in Iceland nearly destroyed his thriving eCommerce business by disrupting global shipping during peak holiday season. What initially felt like an “act of God” became one of the most transformative moments of his career, forcing him to confront hard truths about risk, overconfidence, and the importance of personal accountability.

Laurent explains why business owners must stop seeing themselves as victims of circumstance and instead take ownership of their blind spots, decisions, and missed opportunities. He shares how rebuilding after crisis ultimately led him to create an even larger and more successful company.

Beyond business resilience, Laurent also reflects on how living and building businesses across France, the United States, and Israel shaped his leadership philosophy. He discusses the differences between craftsmanship, efficiency, and urgency and how each culture taught him a different dimension of entrepreneurship.

This episode explores:

- How a volcanic eruption nearly bankrupted Laurent’s business and changed his mindset forever

- Why accountability is one of the most underrated leadership skills

- The danger of success making entrepreneurs feel invincible

- How setbacks often become the foundation for future breakthroughs

- The differences between doing business in France, the U.S., and Israel

- Why entrepreneurs must trust their intuition while staying accountable for mistakes

- How imposter syndrome can show up even in highly experienced founders

- The role meditation played in helping Laurent manage stress, anxiety, and internal pressure

- Why AI is widening the gap between those who actively learn and those who get left behind

Laurent’s perspective is a powerful reminder that resilience isn’t built when everything is going well it’s built in the moments when things fall apart and you decide what story you’re going to tell yourself next.

If you’re an entrepreneur, leader, or business owner navigating uncertainty, setbacks, growth, or AI transformation, this conversation is packed with practical wisdom, mindset shifts, and real world lessons.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Company: Go OBL

Website: https://getoblic.com

Founder: Laurent Cohen

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Before launching Treehouse Partners 15 years ago, Kate led a successful franchised staffing firm in Los Angeles and served as Director of Global Brand Licensing for Skechers. Her unconventional path into executive recruiting shaped a business model that challenges traditional hiring norms and focuses less on rigid résumés and more on understanding people, culture, and long-term fit.

In this conversation, Kate shares how one failed early hire taught her one of the most important lessons in business: sometimes expertise isn’t what makes someone the right fit. Instead, she explains why skills like adaptability, calm under pressure, customer service, and curiosity often outperform technical experience alone.

Kate also opens up about entrepreneurship, leadership, and the reality of running and scaling a business while raising a family, volunteering, traveling, and managing the everyday chaos of life. She shares her perspective on letting go of perfection, deciding what truly matters, and giving yourself permission to stop trying to “do it all.”

This episode explores:

Why hiring for industry expertise alone can backfire

How unconventional backgrounds can create stronger businesses

What makes Treehouse Partners different from traditional recruiting firms

Why cultural fit matters more than checking every box on a job description

The myth of “doing it all” and how successful leaders actually prioritize

Why leaders shouldn’t follow the outdated rule of “never let them see you sweat”

The challenge of growing from founder to CEO and learning to let go

Why businesses benefit from broad expertise rather than overly narrow specialization

How imposter syndrome still shows up, even for highly accomplished leaders

Practical ways to manage self-doubt and build confidence through evidence

Kate’s perspective is a refreshing reminder that leadership isn’t about perfection, control, or having all the answers. Often, it’s about self-awareness, trusting your instincts, building the right team, and being willing to rewrite the rules that no longer serve you.

If you’re building a business, leading a team, hiring talent, or navigating the messy reality of growth and leadership, this conversation is full of practical wisdom and grounded insights.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Company: Treehouse Partners

LinkedIn: https://www.linkedin.com/in/katepletcher/

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Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule.

👉 Save your spot here: https://webinar.kimmillerhershon.com

Stop being the bottleneck. Start leading with more clarity, focus, and freedom.

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Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule.

👉 Save your spot here: https://webinar.kimmillerhershon.com

Stop being the bottleneck. Start leading with more clarity, focus, and freedom.

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If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership.

Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule.

👉 Save your spot here: https://webinar.kimmillerhershon.com

Stop being the bottleneck. Start leading with more clarity, focus, and freedom.

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Patrick brings an energizing, deeply human perspective to leadership, challenging the rigid conventions often embedded in traditional industries like law. From his early career as a lawyer navigating hierarchical systems that rewarded conformity, to simultaneously teaching aerobics classes for over two decades, Patrick shares how breaking rules, embracing individuality, and prioritizing people over positional power shaped his unconventional path.

This conversation explores what leadership really looks like beyond titles, status, and traditional authority. Patrick opens up about navigating anxiety, late-diagnosed ADHD, imposter syndrome (or as he calls it, becoming an “imposter”), and the ways leaders can create environments where people actually feel seen, supported, and able to thrive.

Beyond leadership, this episode dives into identity, self-awareness, inclusion, and why the most impactful leaders are often the ones willing to challenge outdated systems while staying grounded in kindness and authenticity.
 

We explore:

- Why “follow the rules” can be some of the worst career advice you ever receive

- Patrick’s unexpected journey from lawyer to sought-after aerobics instructor

- The hidden class systems and hierarchies inside elite professional environments

- Why great leaders focus more on people than titles, profits, or ego

- The importance of recognizing and calling out people’s strengths specifically

- How anxiety, ADHD, and losing things became part of Patrick’s leadership self-awareness

- Why self-doubt can become self-indulgent if left unchecked

Patrick’s perspective is a reminder that leadership isn’t about becoming more polished, more hierarchical, or more intimidating — it’s about becoming more yourself, more intentional, and more committed to helping others grow.

If you’ve ever questioned traditional leadership models, struggled with self-doubt, or wondered how to succeed without sacrificing authenticity, this episode will leave you both inspired and rethinking what effective leadership actually looks like.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Organization: City of London Law Society

LinkedIn: https://www.linkedin.com/in/patrick-mccann-066017207/

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If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership.

Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule.

👉 Save your spot here: https://webinar.kimmillerhershon.com

Stop being the bottleneck. Start leading with more clarity, focus, and freedom.

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Nick brings a refreshingly analytical and unconventional perspective to leadership, challenging many of the “feel-good” business rules people are often taught early in their careers. From questioning the popular advice to simply “be yourself” as a leader, to explaining why successful businesses should be built through small experiments instead of big all-or-nothing bets, Nick shares practical lessons shaped by years of experience leading finance and operations teams.

This conversation dives into the realities of leadership, decision-making, entrepreneurship, and what it looks like to build an AI-native consulting business from the ground up. Nick also opens up about the challenges of sticking to decisions, managing uncertainty, navigating partnership dynamics, and why leadership is often less glamorous and far more methodical than popular culture suggests.

Beyond business strategy, Nick shares his thoughts on AI, entrepreneurship, and how math, experimentation, and calm decision-making shape both his work and mindset.

We explore:

Why the advice to “just be yourself” can actually hurt aspiring leaders

Why successful leaders are often more analytical than charismatic

The struggle of sticking with decisions after they’ve been made

How Nick and his co-founder are building an AI-native advisory firm

Why smaller, highly efficient businesses may outperform traditional large firms

The realities of co-founder communication, role clarity, and partnership agreements

Nick’s perspective is a reminder that leadership isn’t always about confidence, charisma, or bold speeches — often, it’s about clear thinking, thoughtful experimentation, and building systems that let businesses grow smarter.

If you’ve ever questioned traditional leadership advice or wondered what modern entrepreneurship really looks like in the AI era, this episode will give you a lot to think about.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Company: Eagle Rock CFO Services

Website: https://eaglerockcfo.com

LinkedIn: https://www.linkedin.com/in/nickmjain/

If you’re building, leading, or scaling a business — and want a more practical, grounded perspective on leadership, finance, and experimentation-driven growth — this conversation offers both strategy and insight.

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If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership.

Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule.

👉 Save your spot here: https://webinar.kimmillerhershon.com

Stop being the bottleneck. Start leading with more clarity, focus, and freedom.

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Kevin brings a raw, unfiltered, and refreshingly honest perspective on entrepreneurship, sharing the highs, the failures, and the unconventional path that led him to success. From growing up in Detroit with no connection to boating, to building a thriving water-based business empire, his story challenges the idea that success follows a straight line.

He opens up about navigating ADHD, overcoming self-doubt, and learning business the hard way — through experience, mistakes, and relentless curiosity. Kevin also breaks down why blindly following traditional business advice (like over-leveraging or rigid systems too early) can actually hurt your growth.

Beyond business, Kevin’s personality shines through — whether it’s raving in his late 40s, traveling the world, or building a life centered around freedom, fun, and family.

This conversation dives deep into what it really takes to build something meaningful — and why knowing yourself is the ultimate advantage.

We explore:

Why “leverage everything” isn’t always smart business advice

The reality of imposter syndrome — even at high levels of success

Why financial literacy is a skill many entrepreneurs learn too late

Building businesses that fund your lifestyle — not consume it

The importance of hiring people better than you

Why authenticity and self-awareness beat traditional leadership playbooks

The power of exploring multiple business models instead of sticking to one lane

How confidence is built by being in the room — even when you feel out of place

Kevin’s story is proof that there’s no single formula for success.

By embracing curiosity, leaning into your strengths, and staying open to opportunity, you can build a life and business that actually works for you — not one dictated by outdated rules.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast

Guest Details:

Book: Mate to Millionaire (available on Amazon)

Website: (Coming soon) KevinAndGregLive.com

If you’ve ever felt like you don’t quite fit the “traditional” mold of success — this episode will show you that might actually be your greatest advantage.

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If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership.

Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule.

👉 Save your spot here: https://webinar.kimmillerhershon.com

Stop being the bottleneck. Start leading with more clarity, focus, and freedom.

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Dusty shares a grounded, no-nonsense perspective on leadership and growth, shaped by real-world experience scaling teams, navigating five acquisitions, and building businesses rooted in trust, consistency, and long-term relationships. His approach challenges the idea that success comes from rigid systems or quick wins — instead, he makes the case for clarity, adaptability, and people-first leadership.

From rethinking decision-making styles to navigating the messy realities of acquisitions, Dusty opens up about what actually happens behind the scenes of “successful” businesses — including the expectations that don’t match reality, the people challenges leaders often underestimate, and the importance of self-awareness in high-stakes environments.

Beyond business strategy, this conversation dives into leadership psychology — from managing impulsiveness and fast thinking, to embracing imposter syndrome as a tool for growth rather than something to avoid.

We explore:

- Why “bullet point thinking” can limit better decision-making

- The hidden challenges behind acquisitions — especially people and culture

- Why early success can sometimes create long-term problems

- The myth of “we’re all family” in business — and what to believe instead

- Why great leaders focus more on people than processes or platforms

- The importance of self-awareness and moderating your natural tendencies

- Building a culture of accountability — and not tolerating underperformance

- Why solving problems (not selling solutions) is the key to long-term success

- How imposter syndrome can actually be a healthy and necessary signal

- The value of surrounding yourself with people who think differently

Dusty’s perspective is a reminder that leadership isn’t about having all the answers — it’s about making decisions, learning fast, and staying honest about the realities of building and scaling a business.

If you’ve ever felt the gap between how business is supposed to work and how it actually unfolds in real life — this episode will resonate.

Connect with me here:

Website: https://www.kimmillerhershon.com

LinkedIn: https://www.linkedin.com/in/kmillerhershon

Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Webinar: https://webinar.kimmillerhershon.com

Guest Details:

Company: Tectonic

Website: https://teamtectonic.com

LinkedIn: https://www.linkedin.com/in/dustygulleson/

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Paul shares a powerful and unconventional take on business growth, challenging the long-standing belief that success comes from focusing on just one thing. Instead, he reveals how staying adaptable, spotting shifts early, and building around opportunity has allowed him to grow multiple successful ventures in parallel.

From supplying NASA (yes — even sending fruitcake to space 🚀) to building a 150,000+ square foot operation, Paul’s journey is packed with real-world insights on innovation, leadership, and thinking differently in a rapidly changing world.

The conversation dives into the future of entrepreneurship, the evolution of the creator economy, and how AI is reshaping the way businesses operate. Paul also shares his perspective on leadership, authenticity, and why understanding people—not just processes—is the key to building strong teams.

If you’ve ever questioned traditional business advice or felt like there might be another way to succeed—this episode will challenge your thinking in the best way possible.

We explore:

Why “focus on one thing” might be outdated advice

How to spot opportunities and pivot before it’s too late

The real value of adaptability in modern business

How AI is changing research, decision-making, and productivity

Why authenticity beats “sales tactics” every time

The power of networking and building long-term relationships

Understanding different mindsets in leadership (people vs. process)

Why success doesn’t look the same for everyone

The future of the creator economy—and where it’s heading next

Paul’s perspective is a refreshing reminder that there’s no single path to success. By staying curious, adaptable, and open to opportunity, you can build something dynamic, resilient, and uniquely your own—without being boxed in by conventional rules.

Connect with me here:
Website: https://www.kimmillerhershon.com
LinkedIn: https://www.linkedin.com/in/kmillerhershon
Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8
Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast&utm_medium=paul+D%E2%80%99shreder
 

Guest Details:
Company: https://minimusproducts.biz
Fulfillment: https://minimusfulfillment.biz

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Angelo brings a rare combination of real-world executive experience and deep thinking, shaped by his background in economics and philosophy. Instead of offering surface-level leadership advice, he challenges the way we think about ambition, pressure, and what success actually costs behind the scenes.

This conversation goes beyond the highlight reel of business success and gets into the realities leaders face every day—decisions, trade-offs, and the internal battles that don’t get talked about enough.

From navigating high-stakes environments to questioning conventional definitions of success, Angelo offers a thoughtful and honest perspective for anyone building, leading, or striving for more.

We explore:

The hidden cost of ambition and success

How leaders navigate pressure in real business environments

Why success isn’t always what it looks like from the outside

The role of values in decision-making at the highest levels

How philosophy and economics shape better leadership thinking

Why there are no easy answers in leadership—only better questions

The importance of honest conversations in business and life

Rethinking what it means to build a meaningful career

Angelo’s perspective is a powerful reminder that leadership isn’t about having all the answers—it’s about being willing to ask better questions, think deeper, and lead with intention in a complex world.

Connect with me here:
Website: https://www.kimmillerhershon.com
LinkedIn: https://www.linkedin.com/in/kmillerhershon
Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8
Webinar: https://webinar.kimmillerhershon.com

Guest Details:
instagram: https://www.instagram.com
LinkedIn: https://www.linkedin.com
 

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From running massive data systems to doing stand-up comedy, Ken breaks down what most people are missing:
→ AI can already replace most computer-based tasks
→ The real risk isn’t AI — it’s blind trust in it
→ And the biggest skill right now? Learning how to think with AI, not against it

But it doesn’t stop there…

We get into:
– Why “playing” with AI daily might be your biggest advantage
– The danger of false confidence in automation
– What bombing on stage teaches about growth (and silence 👀)
– And a raw, honest look at identity, transformation, and neurodiversity in the workplace

This one is different. And yes… you’re in for a wild ride.

Connect with me here: 
Website: https://www.kimmillerhershon.com 
webinar: https://webinar.kimmillerhershon.com/?utm_source=podcast+Kurt+Uhlir&utm_medium=podcast 
LinkedIn: https://www.linkedin.com/in/kmillerhershon 
Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

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But here’s the twist…

Kurt challenges the very idea of what leadership is supposed to look like.

Conventional wisdom says:
👉 Leaders must always be certain
👉 Growth follows a fixed playbook
👉 Success means scaling fast—no matter what

Kurt flips that on its head.

He shares why the best leaders don’t pretend to have it all figured out and how that mindset actually unlocks better strategy, stronger teams, and real growth.

This conversation dives deep into:
• Why “having all the answers” can actually hold you back
• The hidden danger of hiring for roles instead of outcomes
• How leadership behavior can unintentionally trigger your team
• Why decision-making gets harder—not easier—as you grow
• The real reason imposter syndrome shows up (even at the top)
• How to define your “best yes” and stop chasing everything

One of the biggest takeaways?

 If you don’t define what success looks like for you, you’ll always feel like you’re falling short.

Kurt’s perspective is a powerful reminder that leadership isn’t about control it’s about curiosity, clarity, and the courage to question everything… including yourself.

🎧 If you’re building, leading, or scaling—this is one you don’t want to miss.

Connect with me here:
Website: https://www.kimmillerhershon.com
webinar: https://webinar.kimmillerhershon.com/?utm_source=podcast+Kurt+Uhlir&utm_medium=podcast
LinkedIn: https://www.linkedin.com/in/kmillerhershon
Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

Guest Details:
Website: https://kurtuhlir.com/
LinkedIn: https://www.linkedin.com/in/kurtuhlir/
Other: https://www.youtube.com/c/KurtUhlir

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Joel shares a refreshingly honest take on business growth, challenging the “scale or die” mindset that dominates today’s entrepreneurial world. While many chase rapid expansion, Joel and his brother have intentionally built a profitable, $500K+ agency with just two people—proving that success doesn’t have to follow a traditional path.

The conversation dives deep into redefining success, pricing your value with confidence, and why hourly billing might be one of the biggest mistakes service-based businesses make. Joel also opens up about imposter syndrome, even after years of success, and the mental frameworks he uses to push through it.

From rejecting generic business advice like “niching down” to treating marketing like long-term investing, this episode is packed with practical insights and powerful mindset shifts for entrepreneurs who want to build a business on their own terms.

We explore:

Why “scale or die” isn’t the only path to success

The problem with hourly billing—and what to do instead

How to confidently price your services (even when doubt creeps in)

Why success looks different for everyone—and how to define it for yourself

The truth about imposter syndrome (at every level)

Why you don’t have to niche down to grow a successful business

Joel’s perspective is a powerful reminder that you don’t have to follow the crowd to succeed. You can build something profitable, sustainable, and aligned—without burnout, without unnecessary complexity, and without sacrificing what matters most.

Connect with me here:
Website: https://www.kimmillerhershon.com
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Guest Details:
Website: https://www.theskyfloor.com/
LinkedIn: https://www.linkedin.com/in/joelelliottmiller/

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Matt shares his journey as a long-time builder, offering a grounded perspective on what it really means to grow a business over time. From early entrepreneurial experiments to running an established agency, he challenges the common belief that success must always mean rapid scaling and constant expansion. Instead, he introduces a more sustainable approach—one rooted in appreciating what you’ve already built while still leaving room for future growth.

Throughout the conversation, Matt opens up about the tension between ambition and contentment. After years of chasing aggressive growth, he reflects on the lessons learned from overextending—taking on too much, saying yes too quickly, and the consequences that followed. This has led him to a more balanced mindset: recognizing success in the present moment rather than always pushing for the next milestone.

Ultimately, this episode is a powerful reminder that success doesn’t have to follow a rigid formula. It can be intentional, flexible, and deeply personal—defined not just by growth, but by fulfillment, alignment, and the freedom to build on your own terms.

We explore:

- Why constant growth isn’t the only definition of success

- The danger of scaling too fast—and how to recognize your limits

- How to balance ambition with contentment in business

- Rethinking leadership: leading from within vs. stepping away

- The reality of not having everything “figured out” as a founder

- Why predictable lead generation is still a challenge for many entrepreneurs

- The value of relationships and consistency over quick wins
and so many more...

Matt’s perspective offers a refreshing and honest take on entrepreneurship—one that prioritizes sustainability, self-awareness, and meaningful work over chasing endless growth. If you’ve ever felt pressure to scale faster or questioned what success should look like, this episode provides a thoughtful and empowering alternative.

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Guest Details:
Website: https://www.mattlevenhagen.com/
LinkedIn: https://www.linkedin.com/in/levenhagen/

#leadership #entrepreneurship #mindset #businessgrowth #personaldevelopment #leadershipdevelopment #successmindset #growthmindset #businesstips #management #teamwork #culture #companyculture #startuplife #smallbusiness #businesspodcast #selfimprovement #productivity #decisionmaking #impostersyndrome #resilience #motivation #inspiration #careeradvice #professionaldevelopment

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Dave shares his path from a long and successful career in sales to entrepreneurship, challenging the traditional belief that college is the only route to success. After choosing to leave college and pursue sales, he carved out his own path—one rooted in self-development, confidence, and real-world experience rather than conventional expectations.

Throughout the conversation, Dave opens up about the realities of building a business—from navigating uncertainty and fear to staying grounded through wellness and intentional living. He emphasizes that success isn’t just about financial achievement, but about enjoying what you do, growing as a person, and showing up fully in all areas of life.

The discussion also highlights Dave’s approach to leadership and growth—centered on transparency, respect, and collaboration rather than authority. He shares how being open with his team and valuing their input has helped build trust and strengthen the company culture.

A key theme in this episode is the power of authenticity over transaction. Dave explains how focusing on providing real value—rather than chasing leads—has naturally grown his business, especially through his podcast and content. His mindset challenges the idea that everything must be directly monetized, showing instead that genuine impact creates long-term opportunity.

We explore:

- Why college isn’t the only path to success—and how to find your own

- The role of personal development in shaping career growth

- How to navigate fear, doubt, and uncertainty as an entrepreneur

- Why success is more than income—it’s fulfillment and alignment

- The importance of wellness in sustaining high performance

- A leadership style built on transparency, respect, and collaboration

- Why not everything needs to be transactional to drive business growth

Dave’s perspective is a refreshing reminder that success doesn’t follow a fixed formula. It’s built through action, resilience, and a willingness to challenge conventional paths. If you’ve ever questioned the “standard” way of building a career or business, this episode offers a grounded, practical, and empowering alternative.

Connect with me here. Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: https://www.linkedin.com/in/kmillerhershon/ Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8  

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Ben shares insights from nearly two decades of experience guiding growth-stage technology companies, particularly in EdTech and SaaS, through critical inflection points. His journey spans product leadership, strategy, and advisory roles, offering him a unique vantage point on how businesses scale—and where conventional wisdom often falls short.

Throughout the conversation, Ben challenges the idea that success comes from rigid “playbooks” or best practices. Instead, he emphasizes the importance of understanding context, human dynamics, and the deeper “why” behind what works. He also explores how culture must evolve as companies grow, and why leaders need to focus less on preserving rituals and more on sustaining purpose.

The discussion dives into the realities of leadership—highlighting the importance of listening, building alignment over agreement, and fostering trust rather than authority. Ben also shares his perspective on navigating imposter syndrome, the shifting landscape of work in the age of AI, and why developing self-awareness and intentionality early in life is critical for long-term success.

A key theme throughout the episode is the power of human connection in an increasingly automated world. Ben makes a compelling case that while AI is transforming how work gets done, the ability to understand people, facilitate collaboration, and lead with empathy will only become more valuable.

We explore:

- How company culture must evolve during periods of growth

- The importance of listening and facilitation as leadership skills

- Why leadership teams must model the behavior they expect

- The shift from authority to trust in effective leadership

- How AI is changing work—and what remains uniquely human

- The importance of intentionality in career and life decisions

- Why giving yourself permission to be “selfish” can prevent burnout

- How to navigate imposter syndrome and build self-awareness

Ben’s perspective is a powerful reminder that leadership isn’t about having all the answers—it’s about asking better questions, understanding people, and adapting with intention. 

If you’ve ever relied on a “playbook” that didn’t quite fit, or questioned your path in a rapidly changing world, this episode offers a more thoughtful, human-centered approach to growth and leadership.

Connect with me here.
Website: https://www.kimmillerhershon.com 
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Connect with Ben here:
Website: https://www.blueharmonics.io/
LinkedIn: https://www.linkedin.com/in/ben-wang-5731ba3/
Instagram: https://www.instagram.com/ben_blueharmonics/

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Clint shares his unconventional journey—from studying at the University of Wisconsin to enlisting in the U.S. Army following 9/11, serving nearly a decade with overseas assignments, and eventually transitioning into the private sector. His career spans operations, finance, and executive leadership, including his role as President and CEO of NorthPoint Logistics before stepping into his current leadership position. His story is one of adaptability, resilience, and redefining leadership through real-world experience.

Throughout the conversation, Clint challenges traditional ideas of leadership, emphasizing honesty, trust, and action over perfection. Drawing from both military and business environments, he offers a refreshing perspective on what it truly means to lead effectively, build strong teams, and navigate uncertainty.

We explore:

- Why shielding teams from bad news actually weakens leadership

- The importance of radical honesty and transparency in building trust

- How military leadership translates (and doesn’t translate) into business

- The myth of having everything “figured out” as a leader

- Why action beats overplanning—and how to avoid analysis paralysis

- The balance between excellence and perfection in business execution

- Building strong teams through trust, accountability, and support

- How to manage imposter syndrome in high-pressure environments

- The role of pacing and decision-making in leadership success

- Why asking for help is a critical (and often overlooked) leadership skill

Clint’s perspective is a powerful reminder that great leadership isn’t about having all the answers—it’s about being honest, taking action, trusting your team, and continuously learning along the way. If you’ve ever felt the pressure to be perfect or to have everything under control, this episode will challenge that thinking and give you a more practical, human approach to leading and succeeding.

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Website: https://www.kimmillerhershon.com

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/kmillerhershon

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Shirley shares her journey growing up as the daughter of Vietnamese immigrants in Oklahoma, where fitting in felt like survival, and how those early experiences shaped her views on identity, success, and belonging. She opens up about stepping into her authentic self—symbolized by her now-signature purple hair—and what it really took to move beyond fear, judgment, and societal expectations.

Her story is not just about building a successful business—it’s about unlearning perfectionism, embracing vulnerability, and redefining what leadership and success actually look like.

We talk about how authenticity can feel risky but necessary, why so much conventional business advice falls short, and how self-compassion plays a critical role in both personal growth and leadership.

We explore:

Why authenticity requires vulnerability and courage
How early cultural expectations shape our view of success
The trap of perfectionism and “being ready”
Why fitting in can hold you back from real growth
The reality of imposter syndrome—even at the highest levels
How to lead without hierarchy and embrace collaboration
Why self-compassion is essential for healing and progress
The importance of addressing mental health without shame or stigma

Shirley also shares personal insights into building and leading a 25-person team, navigating difficult leadership decisions, and creating a company culture rooted in growth rather than perfection.

This conversation is a reminder that success isn’t about fitting into a mold—it’s about breaking it, owning your story, and having the courage to show up as you are.

Connect with me here:
Website: https://www.kimmillerhershon.com

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/kmillerhershon

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Jerry shares his journey from growing up in extreme poverty as one of nine children to building a life and career from nothing no degree, no safety net, and no shortcuts. Through it all, he built a mindset grounded in one powerful principle: total ownership of your life and outcomes.

This conversation goes beyond business. It’s about resilience, discipline, and rethinking what real success looks like.

We dive into why taking responsibility changes everything, how early life shapes long-term outcomes, and why a lot of popular business advice misses the mark. Jerry also opens up about imposter syndrome, leadership, and the reality behind building and sustaining success.

We also explore:

- Why responsibility is a superpower in business and life

- How adversity can shape your advantage

- Why “perfect” business personas are a myth

- Why common sense often beats formal education

- What most leadership advice gets wrong

- How to grow without losing yourself

This is a conversation about mindset, ownership, and what it really takes to build something meaningful.

Connect with me here:
Website: https://www.kimmillerhershon.com
LinkedIn: /kmillerhershon
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Michael shares his journey from starting a tutoring business in a spare room as a teenager to building a global education brand with over 100 locations across multiple countries, all before the age of 30. Now expanding into the United States, his story challenges many assumptions about age, experience, and what it really takes to succeed in business.

Along the way, Michael realized that some of the most common advice entrepreneurs hear, like chasing “work-life balance” or diversifying too early, can actually slow growth. Instead, he built his success by focusing deeply on one thing, reinvesting consistently, and committing fully to a single vision without a backup plan.

We talk about what it means to build a business early in life, how to stay focused in the face of endless opportunities, and why execution matters more than perfection.

We explore:

Why work-life integration may matter more than work-life balance
The case for specialization before diversification
Why perfection can delay progress—and what to do instead
How reinvesting in your business fuels long-term growth
The reality of imposter syndrome at every stage of success
Why action, not just mindset, is the key to creating “luck.”

Michael also shares honest insights about navigating uncertainty as a young founder, from negotiating his first commercial lease to hiring his first team, and how pushing through discomfort helped him grow into his role as a leader.

This conversation is a reminder that success doesn’t come from having everything figured out—it comes from taking action, staying committed, and being willing to learn as you go.

Connect with me here:
Website: https://www.kimmillerhershon.com

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/kmillerhershon

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In less than a year, this podcast has grown into a space where leadership clichés come to retire and honest conversations about growth, business, and being human can actually take center stage. And while a podcast might look like a solo act from the outside, this episode is a reminder that it never really is.

This special episode is a pause—a moment to celebrate the guests, the listeners, and the behind-the-scenes team who have helped shape the conversations that make this show what it is today.

Along the way, I share a few reflections on what 50 episodes of challenging conventional thinking has taught me about leadership, growth, and the systems we often feel pressured to succeed within.

We explore:

Why conventional wisdom isn’t always wrong—but often incomplete
How questioning leadership “rules” can lead to better outcomes
The importance of honesty and vulnerability in real leadership conversations
Why many capable people struggle inside systems that weren’t designed for them
How curiosity and courage create space for better thinking
The power of community in building meaningful conversations

This episode is also a heartfelt thank-you to the incredible guests who brought their expertise and honesty to the show, the listeners who continue to share and support these conversations, and the production team who make sure each episode actually makes it from idea to published podcast.

Reaching 50 episodes isn’t just a milestone—it’s proof that people are hungry for conversations that go beyond motivational clichés and surface-level leadership advice.

If this podcast has helped you think differently, lead differently, or question the “shoulds” that shape the way we work and lead, consider sharing this episode with someone who might need the same reminder.

Because fresh thinking isn’t a one-time event—it’s a practice.

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Website: https://www.kimmillerhershon.com

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/kmillerhershon

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After spending more than 25 years in banking, Diane took an unexpected turn into entrepreneurship when she realized how little support homeowners receive after purchasing a home. Inspired by her own experience buying a house and feeling “ghosted” once the transaction was complete, she set out to build a smarter solution, one that puts the homeowner at the center.

The result is Home Hub AI, an app designed to help homeowners organize documents, track maintenance, receive reminders, and make better decisions about their homes. With the help of an AI assistant named Val, the platform turns what can often feel like guesswork into a clear, organized system for managing one of the biggest investments people make.

You can find the Home Hub AI app on the App Store, and Diane shared a special offer for listeners. If you download the app and message her to let her know you came from the podcast, she’ll give you a special deal.

Along the way, Diane discovered that many of the traditional assumptions about technology founders, like needing to be a coder or technical expert, simply aren’t true. Instead, her strength lies in understanding real problems and designing solutions around the people experiencing them.

We explore:

• Why you don’t have to be a technical expert to build a tech company
• How traditional corporate hierarchy can slow innovation and decision-making
• The importance of designing solutions around real customer problems
• Why working smarter, not longer, often produces better results
• How creativity and downtime can actually improve productivity
• What it means to lead with trust rather than control

Diane also shares candid insights about imposter syndrome, navigating gender bias in both banking and tech, and learning to trust her voice as a founder. Her journey is a powerful example of how innovation often comes from asking simple questions and refusing to accept that “this is just how things are done.”

This conversation is a reminder that entrepreneurship isn’t reserved for technical experts or Silicon Valley insiders. Sometimes the most meaningful innovation comes from someone who sees a problem clearly and has the courage to solve it.

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Website: https://www.kimmillerhershon.com

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Tori shares her journey from spending 15 years in corporate marketing to accidentally becoming an entrepreneur in 2019. What started as freelance work quickly evolved into a full-fledged agency built around helping “best-kept secret” business owners become seen, heard, and recognized in their industries.

Along the way, Tori realized that many of the beliefs she carried from her corporate career—like the idea that simply working hard will lead to recognition and advancement—didn’t always hold true. Instead, she discovered that success often requires adaptability, visibility, and the willingness to rethink long-held assumptions about work and leadership.

We talk about how shifting perspective, challenging internal narratives, and embracing growth can transform both business and personal confidence.

We explore:

- Why hard work alone doesn’t always lead to recognition
- How perspective shapes what we believe is “hard” in business
- The reality of imposter syndrome—even after years of experience
- Why leadership works better when you individualize how you work with people
- The dangers of micromanaging and becoming the bottleneck in your own company
- How slowing down can actually create more clarity and better decision-making

Tori also shares how changing the way she starts her day—moving away from the constant urgency of email and task lists—helped her show up more intentionally as a business owner and leader. By giving herself time to pause, reflect, and reconnect with her purpose, she found a healthier and more effective way to grow her business.

This conversation is a reminder that entrepreneurship isn’t about following someone else’s formula for success. Sometimes the most powerful shift is simply giving yourself permission to slow down, trust your experience, and build a business that works for you.

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Website: https://www.kimmillerhershon.com

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Evelyn shares her journey from starting her legal career at major firms in Toronto to building her own practice while adopting twins as a single parent. What began as a need for flexibility turned into a thriving firm focused on helping people and businesses grow beyond borders through compassionate, proactive immigration support.

Along the way, Evelyn realized that much of the conventional advice she heard early in her career like keeping your head down and working endless hours wasn’t the path to the kind of leadership or life she wanted. Instead, she built success through relationships, visibility, and embracing what made her different.

We talk about how redefining success helped her grow a firm of nearly twenty people across multiple countries while staying grounded in authenticity and service.

We explore:

- Why working harder isn’t always the key to success
- How building relationships can matter more than long hours
- The pressure many leaders feel to appear perfect
- Why vulnerability can strengthen leadership and team culture
- How personal growth directly impacts business success
- The importance of creating a workplace where people feel supported

Evelyn also shares how her perspective on leadership has evolved over the past 15 years from trying to be the “perfect boss” to embracing authenticity, openness, and trust. Her story is a powerful reminder that leadership isn’t about fitting into someone else’s mold. It’s about creating an environment where people can do their best work while still being fully human.

This conversation is a thoughtful look at what it really takes to lead a successful business while staying aligned with your values and the life you want to build.

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Website: https://www.kimmillerhershon.com

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Evelyn's Social Links:

Website: https://www.ackahlaw.com

LinkedIn: https://www.linkedin.com/company/ackah-business-immigration-law/

Youtube: https://www.youtube.com/channel/UCw7M2pQKwsRteq-nThuaELQ

Facebook: https://www.facebook.com/AckahBusinessImmigrationLaw/

Instagram: https://www.instagram.com/ackahlaw/

X: https://twitter.com/Ackahlaw/

TikTok: https://www.tiktok.com/@evelynackahlawyer

Apple Podcasts: https://podcasts.apple.com/us/podcast/ask-canada-immigration-lawyer-evelyn-ackah/id1461504289
 

#podcast #leadership #businessgrowth #unconventionalwisdom #personaldevelopment #UnconventionalWisdomAboutConventionalWisdomPodcast

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Maitjian shares her journey from growing up in Indonesia to becoming a software engineer in Silicon Valley, leading global engineering teams at companies like IBM, Cisco, and VMware, and eventually building her own business alongside her husband. Along the way, she learned that some of the most common business advice, like “you must be a natural salesperson to succeed,” simply wasn’t true for her.

Instead, Majun built her company by leaning into her real strength: solving problems and helping people. We talk about why trying to fit into someone else’s leadership mold can backfire, and how staying authentic can lead to stronger teams, better decisions, and more sustainable growth.

We explore:

- Why networking doesn’t have to mean working the room

- How focusing on service can outperform chasing revenue

- The difference between optics and real leadership

- Why accuracy and overthinking can slow decision-making

- How imposter syndrome shows up even after success

- What it takes to lead without losing yourself

Maitjian also shares how cybersecurity and AI are reshaping small businesses, why education and prevention matter more than panic, and what leaders need to understand about protecting their organizations in an increasingly digital world.

This conversation is a reminder that leadership isn’t about following someone else’s formula; it’s about knowing your strengths, listening to your instincts, and building a business that reflects your values.

Connect with me here: Website: https://www.kimmillerhershon.com
Connect with me on LinkedIn: /kmillerhershon 
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#podcast #businessgrowth #unconventionalwisdom #personaldevelopment #businesscoaching

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Arash shares how cybersecurity has become one of the most urgent priorities for modern businesses and why “zero trust” is no longer optional. From business email compromise to AI-powered scams, we talk about how threats are evolving and what leaders can do to protect their organizations without becoming paranoid or frozen by fear.

But this conversation goes far beyond technology.

Arash opens up about leaving corporate life after watching his division disappear overnight, what it was like to start a business with no revenue, and how persistence — not perfection — helped him build a team of eight and a thriving company culture.

We explore:

- Why writing a business plan can be less useful than talking to real people

- How networking is really a crash course in learning how to sell

- The hidden cost of saying yes to the wrong clients

- Why leading from the front matters more than delegating too fast

- How imposter syndrome is something you move through, not around

- The systems and habits that help leaders stay organized in a noisy world

Arash also challenges the idea that “the customer is always right,” arguing instead that the right customers are the ones who fit your values, your culture, and the way you want to grow.

This episode is a reminder that leadership isn’t about avoiding problems; it’s about building the confidence to face them, learning from them, and choosing progress over panic.

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Website: https://www.kimmillerhershon.com 
Connect with me on Linkedin: / kmillerhershon 
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Wes shares how real progress in business often starts with a different question: What would this look like if it were easy? From cold plunges and breathwork to mindset shifts around selling and leadership, he explains how simplifying complex problems can unlock momentum, clarity, and better decisions.

We talk about why desperation repels opportunity, how an abundance mindset changes the way you show up with clients, and why leaders don’t need to control everything they need to create space for their teams to think, contribute, and grow.

We also explore:

• Why simplicity beats complexity in business

• How scarcity thinking quietly sabotages results

• The danger of confusing “hard” with “important”

• Why great leaders make room for ideas, not just decisions

• How personal branding and authenticity build trust

• What imposter syndrome really looks like after success

Wes also opens up about his struggles with self-doubt, burnout, and growth, reminding us that leadership isn’t about having it all figured out. It’s about staying curious, staying human, and continuing to evolve.

This conversation is a powerful reminder that progress doesn’t come from grinding harder It comes from simplifying, trusting your people, and choosing growth over fear.
 

Connect with me here:

Website: https://www.kimmillerhershon.com

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Rob and I talk about the hidden challenges of delegation, why “done is better than perfect” is harder to live by than it sounds, and how leaders can create environments where people are allowed to grow instead of being forced to conform. We explore the gap between building great systems and building great teams and why the best leaders focus less on themselves and more on clearing the path for others.

We also dive into:

- Why comfort can quietly limit growth

- The danger of releasing products before they truly solve the problem

- What imposter syndrome really looks like after success

- Why feedback should flow in both directions

- How reflection makes better leaders and stronger businesses

- The difference between working in the business and working on it

Rob shares how his own journey from developer to business owner reshaped how he thinks about leadership, success, and scaling responsibly. His perspective is a reminder that leadership isn’t about having all the answers. It’s about asking better questions, staying humble, and building teams that can thrive without you standing in the middle.

This conversation is a powerful reminder that growth doesn’t come from control it comes from clarity, trust, and the willingness to evolve.

connect with me here: 
- Website: https://www.kimmillerhershon.com 
- Connect with me on Linkedin: / kmillerhershon 
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Jacopo shares how failure shaped his mindset, including the moment he slept on the floor of his first failed shop rather than admit defeat, and how that experience taught him resilience, focus, and humility. We talk about why trying to do too many things at once can quietly sabotage growth, and why mastering one path before expanding is essential for long-term success.

We explore:

- Why intention plus attention determines the direction of your life

- How failure can become a turning point instead of an ending

- The danger of spreading your energy across too many projects

- Why real leadership requires clarity, not ego

- How communication and delegation shape strong teams

- Why adding value to others is the foundation of meaningful success

Jacopo also opens up about imposter syndrome, self-doubt, and the inner battles that continue even after external success — reminding us that growth is not just about money or achievement, but about becoming stronger from the inside out.

This conversation is a powerful reminder that success isn’t built in comfort it’s built through focus, resilience, and the courage to reinvent yourself when the plan falls apart.

connect with me here: 
Website: https://www.kimmillerhershon.com 
Connect with me on Linkedin: / kmillerhershon 
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Mike shares how his career evolved from corporate recruiting into building his own IT staffing firm and why he’s now shifting into keynote speaking to pass along the lessons he learned the hard way. We talk about invisible career ceilings, why “just work hard” is incomplete advice, and how fear can be used as fuel instead of a roadblock.

We also explore:

- Why networking matters as much as effort

- How comfort can quietly limit your growth

- The danger of analysis paralysis

- Why “trust and verify” is better leadership than blind trust

- How imposter syndrome shows up even after success

- Why balance, not burnout, leads to sustainable performance

This conversation is a reminder that leadership isn’t about doing everything yourself it’s about knowing when to change direction, when to ask better questions, and when to choose growth over fear.

connect with me here: 
Website: https://www.kimmillerhershon.com
Connect with me on Linkedin: / kmillerhershon 
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Aaron and I talk about why failure isn’t the opposite of success, how the right culture fit can unlock real potential, and why growth at all costs is often a dangerous illusion. We explore what it really means to scale yourself as a leader, how to build meaningful feedback loops, and why imposter syndrome might actually be a sign you’re doing something right.

We also dive into:

-Why comfort can be more dangerous than failure

-The difference between optics and real leadership

-How to grow without burning out your people

-Why the best leaders never stop learning

This conversation is a reminder that leadership isn’t about protecting your image — it’s about staying curious, staying human, and choosing growth over ego.

connect with me here: 
Website: https://www.kimmillerhershon.com 
Connect with me on Linkedin: / kmillerhershon 
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John and I talk about why pretending to have all the answers is overrated, how saying “we’ll figure it out” can actually build more trust, and why situational awareness matters more than rigid strategy. We explore how firefighting, endurance sports, and entrepreneurship all demand the same core skill: staying grounded while everything around you is changing.

We also dive into:

Why healthcare is intentionally complicated — and how transparency can change lives

The myth that great leaders must sacrifice everything else

What imposter syndrome really feels like behind the scenes

How knowing your North Star helps you pivot without losing yourself

This conversation is a reminder that leadership isn’t about perfection — it’s about presence, curiosity, and choosing impact over ego.

connect with me here: 
Website: https://www.kimmillerhershon.com 
Connect with me on Linkedin: / kmillerhershon 
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Vivic shares his unconventional journey from practicing medicine including cosmetic surgery to building, scaling, and exiting multiple businesses. Today, he leads a growing network of cosmetic clinics across Australia, and he brings a rare perspective shaped by both clinical discipline and entrepreneurial risk-taking.

We talk about the critical mindset shift required when moving from medicine where risk must be minimized to business where calculated risk can drive growth. Vivic explains how the grit developed through years in healthcare prepared him for the unpredictability of leadership, and why being comfortable with uncertainty is essential for long-term success.

Throughout our conversation, we explore key topics such as:

-Why “new and shiny” isn’t always better in business or healthcare

-Making data-driven decisions instead of relying on gut instinct alone

-Hiring fast, firing faster, and what most leaders get wrong about interviews

-How to define success clearly so teams can actually meet expectations

-Leading through mission, not ego or hierarchy

Vivic also shares a simple but powerful framework for decision-making asking whether something is legal, has upside, and is reversible offering practical guidance for leaders facing constant uncertainty.

This episode is a thoughtful, grounded look at modern leadership, blending discipline with adaptability and wisdom with action. If you’re a founder, executive, or professional navigating complex decisions and rapid change, this conversation will challenge how you think and how you lead.

connect with me here:
Website: https://www.kimmillerhershon.com 
Connect with me on Linkedin: / kmillerhershon 
Subscribe to newsletter: https: //link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8

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Ashley and I talk openly about what it means to evolve professionally when the path forward isn’t always clear or linear. She shares insights from her own journey, and together we explore how experience, perspective, and self-awareness shape the way we lead, make decisions, and define success for ourselves.

We dig into important topics including:

Trusting your instincts when facing career transitions

Letting go of outdated or inherited definitions of success

How confidence shifts over time—and how doubt still shows up

The role of self-awareness in effective leadership

Navigating change without forcing yourself into conventional expectations

This conversation is thoughtful, grounded, and deeply relatable for anyone questioning their next step or reassessing what growth really looks like at this stage of life.

If you’re looking for reassurance that you don’t need all the answers to move forward—just honesty, reflection, and the willingness to listen to yourself this episode is for you.

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Our conversation explores the kind of leadership that feels both modern and deeply human. Cat opens up about why she believes transparency especially around money is a non-negotiable part of healthy company culture, and how she and her husband/partner build a team where creativity can truly thrive. One of my favorite topics we dive into is her “Goldilocks” approach to team size and structure, and how it helps keep creative teams aligned, supported, and empowered.

We also discuss the realities behind the scenes: navigating imposter syndrome, embracing flexibility as the business expands, and the underrated power of documentation. Cat brings such refreshing honesty and clarity to every topic—this episode is packed with insights for leaders, creatives, and anyone building something meaningful.

Key Topics We Explore:

Cat’s unconventional transition from literature to design

How she built How and How into a globally recognized creative agency

The importance of transparent leadership, especially around pay

Why documentation is essential for a growing creative team

The “Goldilocks size” approach to team structure

How culture is intentionally created and maintained across continents

Navigating performance reviews and open conversations about money

This conversation is packed with practical insights and unconventional lessons for entrepreneurs, business leaders, and anyone rethinking what success truly means.

Listen on Spotify @Kim Miller - Hershon https://open.spotify.com/show/3roK1Ay... 
Listen on Apple Podcast @Kim Miller - Hershon https://podcasts.apple.com/us/podcast... 
Website :https://www.kimmillerhershon.com 
Connect with me on Linkedin : / kmillerhershon

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David shares the lessons he has learned across a career shaped by curiosity, resilience, and the desire to create meaningful human connection. We explore the importance of integrity in leadership, why discomfort is often the doorway to growth, and how to navigate the moments that challenge your identity both personally and professionally.

We also talk about the power of telling the truth, embracing your authentic self, and understanding the deeper motivations that drive your decisions. David’s perspective on creating trust, listening deeply, and leading with intention offers practical wisdom for anyone looking to elevate their career, relationships, or inner life.

This conversation is filled with warmth, insight, and the kind of honesty that inspires transformation. I cannot wait for you to hear it.

What you will learn in this episode

✨ How vulnerability strengthens leadership and builds trust

✨ Why discomfort is often the key to personal and professional growth

✨ How to stay true to yourself in moments of high pressure

✨ The importance of self reflection and honest communication

✨ How to navigate identity, purpose, and the pursuit of meaningful work

✨ Practical insights for leading with clarity, connection, and intention

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I also loved hearing about the unconventional habits that have shaped his career, his passion for DJing, and the surprising ways creativity influences his approach to engineering and leadership.

Inside this episode, I invite you to explore
✨ What digital dignity truly means and why it matters today
✨ How to think about AI ethics, privacy, and responsible data use
✨ Why empathy, humility, and psychological safety are essential in modern leadership
✨ The realities of navigating corporate cultures and finding the environment that fits you
and so much more.

This conversation is rich with insight, honesty, and real world wisdom, and I am excited for you to hear it.

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John and I talk about leadership, focus, and the underrated power of saying no plus how to stay productive and human in a fast-paced work environment.

We also dive into what makes genuine connections at work so valuable, how to balance effort and attention, and why recording your work sessions might just transform your productivity.

In this episode, you’ll hear us talk about:

• Rethinking leadership and productivity

• Finding balance between work and personal life

• Building real, meaningful connections

• Overcoming imposter syndrome and staying confident
  
  If you’ve ever wondered how to stay effective and authentic in your career, this conversation is packed with insights you’ll want to revisit.

Learn more from John:
Check out his book The Marketer’s Manual for Generative AI: Innovate, Automate, Elevate 
a practical guide to using AI to think smarter, work faster, and create more impact.

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From leaving the corporate grind to pursuing values-driven projects, Alessandro shares how he reshaped his career path, the challenges of redefining success, and why alignment matters more than external validation.

🌟 What you’ll learn in this episode:

• Why chasing “success” often leads to burnout

• How purpose-driven work creates long-term fulfillment

• The importance of aligning your values with your career

• Lessons from Alessandro’s personal journey

Connect with Alessandro:

• Website: https://wholegrainwisdom.com/

• LinkedIn: https://www.linkedin.com/in/alessandro-grampa/

• X (Twitter): https://x.com/alegrampa

If you’ve ever questioned whether the traditional definition of success is really worth it, this conversation will give you a fresh perspective.

👉 Don’t forget to subscribe for more conversations with people who are rewriting the rules of success.

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Leah shares her journey from graphic design to leading a large team at a major corporation — and how she’s stayed true to her own way of doing things while navigating corporate life. From the power of asking for what you want, to redefining success as a leader, to giving (and receiving) feedback that actually helps people grow, Leah’s insights are both refreshing and practical.

We cover:

• Why “reading the room” might be your most underrated leadership skill

• How to manage people smarter than you — and why that’s a strength, not a threat

• The fine line between personal and professional life at work

• Dealing with imposter syndrome and speaking up anyway

It’s a candid, inspiring conversation for anyone who wants to lead with confidence, empathy, and a bit of rule-breaking flair.

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I’m absolutely thrilled to be speaking with Brandon V. Woodward—a powerhouse business attorney, straight-shooting leader, and real talker on everything from the courtroom to the conference room.

With over two decades of experience in business litigation, foreclosures, bankruptcy, and complex mergers, Brandon V. Woodward brings a wealth of legal expertise to the table. But what makes this conversation truly unmissable isn’t just his knowledge—it’s his unfiltered insight into what it really takes to lead a successful firm.

Here’s a taste of what we dive into:

The identity crises that happen when your business grows faster than you do

What it means to lead a company where loyalty flows both ways

The ongoing dance of charging what your work is truly worth

Why being the calm one at work can leave you falling apart at home

How he deals with the voice that still asks, “Who do you think you are?”—even after 25 years in business

Brandon pulls back the curtain on what it means to grow, lead, and stay grounded—without losing yourself or your standards along the way.

🎧 If you're leading at the edge of what you know, this one's for you.

👍 Like this video
💬 Drop a comment & share your favorite part
🔔 Subscribe for more inspiring conversations like this

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You’ll hear why:

• Your 5-year plan is probably holding you back

• Speed matters more than perfection

• Leading with heart isn’t soft—it’s strategic

• Imposter syndrome hits everyone (and how to move through it)

Plus:

→ The leadership trap that’s burning out great CEOs

→ Why self-management beats time management

Whether you’re running a company, a team, or your own next big chapter—this episode will challenge how you lead, work, and show up in the world.

👍 Like this video
💬 Drop a comment & share your favorite part
🔔 Subscribe for more inspiring conversations like this

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Barbara shares:

Why supporting your team is more powerful than directing them

How she balances creative freedom with quality standards

What Trader Joe’s can teach us about brand consistency vs. customer perception

Her approach to risk, discomfort, and growth as a business strategy

How she manages imposter syndrome—and why the people who trigger it may not be your people.

This episode is packed with real talk, laughter, and insight that will challenge how you lead, how you work, and how you see yourself.

🎧 Hit play if you're ready to lead with courage, discomfort, and authenticity.

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From walking away from a preordained path in medicine to launching a multifaceted real estate empire, Betsy shares candid stories of risk, reinvention, and the mindset shifts that fueled her growth. We dive into the unexpected loneliness of leadership, how to turn failure into feedback, and why building meaningful relationships—not just making sales—is the true key to business longevity.

Along the way, you'll hear about:

How Betsy pivoted from pharma to real estate at age 37

The myth of “safe” careers—and what true security really means

Why authenticity and ownership matter more than having all the answers

A fresh perspective on service-driven sales

The value of asking: “How can I make this right?” or “What could I have done better?”

Plus, Betsy opens up about writing her first book, Breaking Boxes, and the imposter syndrome that came with it—offering a vulnerable and inspiring reminder that growth comes from stepping into the unknown.

If you're tired of conventional paths and ready to embrace your own version of success, this episode is for you.

🎧 Listen, subscribe, and leave a review to help others discover the power of unconventional thinking.

📘 Get Betsy’s book Breaking Boxes and learn more at: https://www.betsypepine.com/
📱 Follow Betsy on social: @BetsyPepine
🔔 Subscribe for more conversations 

#UnconventionalWisdom #BetsyPapin #Leadership #Entrepreneurship #RealEstateSuccess #BreakingBoxes #AuthenticityInBusiness #PodcastInterview

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✨ What you'll hear in this episode:

* Why “prepare for the worst, hope for the best” is actually holding you back

* What happens when you *don't* plan for media attention or visibility (and how to fix it)

* The real reason AI won’t take your job—but someone else might

* How cheerleading taught Tonya a life-saving talent (literally)

* What media perception has to do with power—and your voice in it

* The difference between habitual complaining and actual problem-solving

* Why fear of success is more common—and more damaging—than we think

If you enjoy the episode, like, subscribe, and leave a comment sharing your own piece of conventional wisdom you had to unlearn.

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We get into:

The myth of the “natural-born leader”

Why culture beats commission every time

How Anthony leads with transparency, heart, and serious strategic savvy

This isn’t just a real estate conversation—it’s a masterclass in authentic leadership.

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It’s lawyer Krista Mitzel’s genius way to boost confidence on rough days—and it’s better than any gratitude journal you’ve ever tried.

We talk about:

✨ Confidence hacks that actually work

🧠 Why contribution might be better than just gratitude

💥 And how doing 3 kind things a day can change everything

This one’s warm, wise, and full of “oooh, I needed that.”

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Together, they unpack common challenges facing scaling companies: unclear leadership roles, imposter syndrome, decision-making gridlock, and the chaos that comes with rapid funding and high expectations.

Whether you're an aspiring leader or stepping into bigger leadership responsibilities, this episode offers candid stories and practical lessons to help you grow with confidence.

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