Indecision looks harmless until you watch what it does to a team. The longer a leader waits for perfect clarity, the more momentum leaks out of the room, and the more “temporary” workarounds become the permanent culture. We sit down with global leadership coach Crispin Thompson to get brutally practical about why smart, capable people freeze and what it takes to make clean decisions without pretending the risk is not real.

We break hesitation into three drivers you can actually diagnose: fear of the downside, overthinking every scenario, and imposter syndrome that questions whether you even have the right to decide. From there, Crispin shares what he has learned leading multinational teams, including how trust is built through ownership, why toxic employees can’t be “waited out,” and how inconsistent standards quietly destroy credibility. You’ll also hear simple decision tests for when more data is useful and when “waiting for more information” is just fear with better branding.

We also go deep on communication: how to deliver hard news with empathy, how to explain the impact up front, and why teams follow leaders who are human, not leaders who perform certainty. Then we shift to AI in leadership development, where Crispin explains how he uses AI as an adjunct coach to extend learning between sessions and why leaders should treat AI as an augmentation tool, not a crutch.

If you’re leading a company, a team, or a family, you’ll leave with a sharper decision-making framework and a challenge you can act on today. Subscribe, share this with a leader who’s stuck, and leave a review with one decision you’re ready to make this week.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

You can’t “someday” your way into a new life, and David Schnurman proves it. He and his wife take their three kids, pack up what they can fit into 11 suitcases, and move from Brooklyn to Barcelona. No fantasy montage, no perfect timing, just a chain of small decisions that turns a pipe dream into a real family relocation abroad. 

We talk about what expat life in Barcelona actually feels like: the language gap, the Catalan reality, the daily adjustments, and the surprising ways travel exposes history and identity. David also shares what it was like living in Europe during COVID, why parenting challenges don’t disappear when you change countries, and how the move reshapes time with his kids in the years that matter most. 

The biggest takeaway is simple and hard: do it despite fear. A school dean’s advice becomes a north star: your job is to say yes. Yes to the invite, yes to the museum tour, yes to the uncomfortable room where you might become a different version of yourself. We also get into entrepreneurship, remote work culture, and how AI is changing writing and publishing faster than most people realize. 

If you’ve been thinking about moving abroad with kids, redesigning your routines, or just getting out of a rut, listen all the way through and then tell us: what would you say yes to this week? Subscribe, share this with a friend who needs a push, and leave a review so more people can find the show.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

You can be successful and still feel wasted, and that’s where reinvention starts. We talk with Jay Sargent, entrepreneur, coach, speaker, and author of Shift: The Gift of Reinvention, about what it really takes to change your life when you’re burned out, stuck, or quietly wondering if your best years already passed. Jay isn’t selling a fantasy. He’s lived the pivots, seven times, and he’s honest about the fear, the grief, and the discomfort that comes with starting over. 

Jay breaks down the patterns behind career change and midlife reinvention: why titles don’t define you, why “no small moments” can redirect your entire future, and how a simple 15-minute ask to the right people can open doors you didn’t know existed. We also dig into why credentials are overrated, how real selling is just rapport and clarity, and how NLP reshaped the way Jay thinks about communication, relationships, and helping people move from hesitation to action. 

Then we go deeper with stories that hit you in the gut and raise your standards at the same time, including his grandmother finding love at 92 and a 90-plus-year-old who keeps a yearly growth and development budget. If you’re in your 40s, 50s, 60s, or 70s and you feel “too late,” this conversation offers practical steps: do a personal inventory, name what you’re good at, and build a simple path from skill to business to freedom. If this lights a fire, subscribe, share it with a friend who needs a fresh start, and leave a review so more people can find it.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

The hardest part of military service can start after the last day in uniform. Retired Army Colonel David Howe joins us to talk about leadership under real pressure, the shock of losing structure and community, and why so many veterans struggle with identity, direction, and isolation when they come home. We get honest about the gap between how civilians imagine the military and what service members actually carry, especially when the mission ends but the weight does not.

From there, we go deep on a surprisingly simple tool with massive upside: a written life plan. David breaks down why companies obsess over strategic planning while individuals rarely write down goals for their health, family, career, finances, and purpose. We talk about the research he shares, the discipline it takes to review and revise your plan, and how building accountability around you can turn good intentions into real progress. If you care about veteran transition, employee engagement, or building a healthier workplace culture, this part will hit home.

We also unpack David’s partnership with Ken Rusk, author of Blue Collar Cash, and the work they do through the Comfort, Peace, and Freedom Foundation. That includes practical guidance on choosing college or skilled trades with clear eyes, plus the difference between their self-paced course and hands-on workshops that can help teams align personal goals with corporate goals. The conversation closes with a direct, urgent message for anyone who is struggling: you are not alone, and help is closer than you think.

Listen, share this with someone who needs it, and if you found value here, subscribe and leave a review so more people can find these conversations.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

Most people say they want clarity, but they keep feeding the chaos. We sit down with Mark Coleman, author of “Planet Pragmatism: The New Path to Prosperity,” to talk about what it actually looks like to think and lead in a world of broken plans, loud opinions, and nonstop input.

We get into pragmatism as a real-life operating system: how to stop overthinking, make cleaner decisions faster, and stay flexible when the day punches back. Mark connects anxiety and stress to the patterns we repeat, then shows how awareness and humility help you pivot without losing who you are. We also talk about why plain language matters, and why dignity and respect are the foundation for better leadership and stronger relationships.

Then we go straight at the modern fog: doomscrolling, desensitization, algorithms that distort reality, and the uneasy line between helpful technology and moral drift. From there, we redefine prosperity as quality of life, purpose, trust, and community, not just money or status. The most practical takeaway is also the simplest: build stillness into your life, take a digital hibernation when you need it, and listen to your own energy before you try to fix the whole world.

If this conversation hits home, subscribe, share it with a friend who’s stuck, and leave a review so more people can find it. What does prosperity mean to you right now?

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

If you’ve ever watched a “leader” hide behind a title, chase a credential, or win a promotion by being great at politics instead of great at results, this conversation is for you. We sit down with Drew Christensen, leadership expert and author of *Discover The Truth About Leadership*, and we keep it blunt: real leadership starts with the person in the mirror, not the org chart.

We dig into authentic leadership, self-awareness, and why the best leaders don’t cling to one framework. Sometimes you need intensity, sometimes you need calm, but you always need judgment and integrity. Drew shares why he wrote the book, including the moment he got pulled into an absurd “kill this meeting” situation and realized how much modern work rewards motion over meaning.

Then we go straight at the credential economy: MBA programs, higher education ROI, and student loans that feel impossible to escape. We talk about how tuition incentives get warped, why a “check the box” degree can be worthless without real skill, and why trades and hustle often outperform prestige. From hiring signals like GPA to corporate culture problems like perception management and internal marketing, the thread stays the same: simplicity is confronting, honesty is rare, and both are necessary if you want real impact.

If you like no-fluff leadership advice, practical business insight, and a candid take on education and career myths, hit play. Subscribe, share this with a friend who’s tired of the game, and leave a review so more people can find the truth.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

If people can quit with two clicks, what actually keeps them following you? We dig into that uncomfortable truth with Reed Nyffler, entrepreneur, leadership strategist, and author of Lead Exponentially, as we challenge the old power-and-title model of management and replace it with something harder: being a leader worth choosing.

We talk about leadership as influence, why servant leadership is the only style that scales, and how modern teams see through empty mission statements faster than ever. Reed breaks down why so many leaders get stuck in linear growth, then offers a simple lens that changes decision-making overnight: stop solving circumstantial complaints and start making structural calls that set direction, standards, and measurable outcomes. We also get real about performance, accountability, and why “everybody gets a ribbon” thinking eventually breaks the leader and the culture.

For entrepreneurs, the operator-to-leader shift becomes practical with a schedule audit and delegation strategy that starts with repetitive hourly tasks, builds training speed, and frees your time for higher-value work. We connect culture to ownership by taking responsibility when things go wrong, placing credit with the people who earned it, and rewarding good judgment even when results miss. We even touch the AI era, self-driving cars, and why stability plus authenticity is now a competitive advantage in leadership development.

If you’re building a business, scaling a team, or trying to become a transformational leader instead of a boss, press play, then subscribe, share this with a friend who leads people, and leave a review with your biggest takeaway.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

Leadership advice is everywhere, but most of it skips the hard part: doing the work when nobody is watching. We sit down with Charlie Newcombe, author of Life, Leadership, and Success, to get practical about what actually separates average performers from enduring leaders. The through-line is simple and demanding: leadership is a responsibility you choose, and success is built from daily decisions, self-discipline, and character.

We talk about why empathy and emotional intelligence matter more than ever in today’s divided culture, and how “boss” behavior quietly destroys workplace culture through low trust, low ownership, and high turnover. Charlie shares real-world lessons from a long career that started at McDonald’s, plus why promoting the best salesperson or the longest-tenured employee often backfires. If you care about team performance, management training, leadership development, and building a stable organization, this conversation connects the dots between standards, accountability, and influence.

You’ll also hear what accountability looks like in practice: setting clear goals, checking progress consistently, coaching people honestly, and protecting credibility by keeping promises and never moving the goal line midstream. We wrap with a grounded take on success that goes beyond money, and why failure, handled well, becomes fuel for long-term growth. If you feel stuck professionally, the advice starts with the mirror and continues with finding a mentor who will tell you the truth.

Subscribe for more conversations on leadership, success habits, and professional growth, then share this with someone who’s stepping into management and leave a review. What’s one leadership behavior you refuse to tolerate at work?

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

If you’ve ever hit a goal and still heard the same old voice whisper “not enough,” you’re not alone and you’re not broken. We’re joined by bestselling author and meditation teacher Lodro Rinzler to talk about a radically practical idea: basic goodness. Not as a slogan, but as a way to stop outsourcing self-worth to achievement, comparison, and constant optimization.

We get honest about the Hollywood myth of meditation and why you don’t need incense, a retreat, or two-hour sits for mindfulness to change your life. Lodro breaks meditation down into a simple skill: being present with what’s happening right now without judgment, then returning when the mind wanders. We also trace where self-doubt starts, from subtle childhood messages to the societal pressure to always do more, and how those stories turn into anxiety, shame, and imposter syndrome.

From there we go deeper: social media “success theater,” ego on both sides of the conversation, and why presence makes you better at relationships and business. We touch on meditation research and brain science, plus the difference between “something bad happened” and “you’re bad,” especially when the world feels divided. The big takeaway is a shift from self-improvement to self-recognition: the moment we stop trying to become enough is the moment we start living.

Subscribe for more conversations like this, share this with someone who needs it, and leave a review. What would you do differently this week if you already believed you were enough?

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min

You ever feel like you’re doing the work, taking the hits, and still nobody sees you? That’s where this conversation starts, with a challenge that lands hard: what if being “unknown” isn’t a curse, it’s training. We talk with author Arturo Cerna Jr about The Unknowns Rising, the hidden season that shapes leaders, and why the people the system overlooks can end up reshaping the system.

We get real about Latino entrepreneurship in America: millions of Latino-owned businesses, a huge economic upside, and the frustrating reality of permits, capital access, and closed-door networks. Arturo shares the personal side too, including career collapse, rejection, and the identity crisis that follows when the title disappears. From there, we dig into a deeper definition of wealth that has nothing to do with flexing and everything to do with service, community, and the kind of impact people remember.

We also go practical. AI comes up as a tool for builders, not a toy. If you’re stuck, we talk about using technology to sharpen clarity, map a business plan, and move from ideas to execution. Along the way we hit cultural questions, the “Latinx” label debate, why defining our own story matters, and why we believe Latino leadership at the highest levels, even a Latino president, is not a fantasy.

If you’re tired of waiting for the perfect moment, press play and take the next step. Subscribe, share this with someone in their grind season, and leave a review with the one takeaway you’re building on next.

Join the What if it Did Work movement on Facebook
Get the Book!
www.omarmedrano.com
www.calendly.com/omarmedrano/15min