Leaders & Legacies

David Kreeger traded legal briefs for business breakthroughs. In this episode, the founder of GoPedal shares his journey from practicing law at WilmerHale and IBM to owning a painting franchise and now leading strategic transformations for companies that feel stuck.David reveals what drew him away from the legal grind—a desire to make decisions, improve quality of life, and be present for his family. His pivot into entrepreneurship wasn’t just about freedom; it was about creating value where others saw commodity. One $1,700 job turned into $600,000 in revenue because he treated every customer like gold.Now, David uses his legal training to dissect complex business challenges and help companies focus on what really matters. His superpower? Asking the right questions. He explains why leaders often miss what’s obvious—and how the right data can shift everything. If you're facing tough decisions or struggling with clarity, David’s approach offers a fresh blueprint for forward momentum.Want to learn more about David Kreeger's work? Check out their website at https://www.thegopedal.net.Connect with David Kreeger on LinkedIn at https://www.linkedin.com/in/david-kreeger-b1264b4/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Alex Langan blends law and finance to protect employees from the hidden traps inside their company retirement plans. As founder of Langan Financial Group and a practicing attorney, Alex has seen the worst—plans charging over 4% in fees with little to no service. In this episode, he explains how poor plan design and ignorance—not malice—often sabotage employee retirements. True leadership, he argues, means protecting your team from this kind of financial abuse.Drawing from his upcoming book 401(k) Exposed, Alex reveals the legal shifts making it easier than ever to sue employers who fail their fiduciary duty. He outlines how proactive leadership can head off lawsuits and improve employee outcomes. His “fee forensics” process shows leaders how to detect hidden charges, ask the right questions, and demand transparency.Alex isn’t just warning employers—he’s giving them a blueprint for doing better. Because leaders don’t just offer benefits. They protect them.Want to learn more about Alex Langan's work? Check out his website at https://langanfinancialgroup.com.Connect with Alex Langan on LinkedIn at https://www.linkedin.com/in/alexander-langan-26017b40.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Mark Miller doesn’t just manage money—he manages legacies. As the managing partner of Hilton Wealth and co-leader of the Hilton family office, Mark helps business owners and high-net-worth individuals make smarter, safer financial decisions. In this episode, Mark breaks down the misunderstood world of family offices and how they function as a “general contractor” for wealth—coordinating top-tier advisors across tax, investments, legal, and insurance.He explains how the average investor is often set up to fail, driven by emotion and overexposed to risk. The wealthy, on the other hand, take a safety-first approach—prioritizing protection over flashy returns. Mark challenges the mainstream obsession with chasing gains, instead advocating for disciplined, long-term strategies built on experience and balance.Craig and Mark also unpack the emotional psychology of money, exploring how trauma, ego, and ignorance impact financial decisions—and how leaders can rise above it. Mark’s ultimate goal? Helping clients find “true wealth,” defined not just by financial success, but by peace, freedom, and life balance.Want to learn more about Mark Miller's work? Check out their website at https://www.hiltonwealth.com/.Connect with Mark Miller on LinkedIn at https://www.linkedin.com/in/markmiller-hiltonfo/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Ty Givens, founder and CEO of CX Collective, joins Craig Andrews to break down the overlooked power of customer experience. Ty argues that customer experience isn’t just about fixing problems—it’s about preventing them. Through real-world examples, from Starbucks to five-star restaurants, Ty highlights how small touches—like empathy and initiative—can turn a moment of friction into long-term loyalty.She shares her early career misstep that changed everything: thinking she was just an employee instead of the brand itself. That shift in mindset launched a career helping brands—from startups to Fortune 500s—reshape how they engage customers at every level.Ty also opens up about the power of leadership that sees potential in others. A former bookstore manager changed her trajectory with one simple act of belief, reminding us that leadership isn’t always flashy—sometimes it’s about sending someone to a job fair.This episode challenges companies in every industry to rethink how they listen, act, and lead through customer experience.Want to learn more about Ty Givens' work? Check out their website at https://cxcollective.com.Connect with Ty Givens on LinkedIn at https://www.linkedin.com/in/tybryantgivens/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Dr. Sherry Peel Jackson, former IRS agent turned tax strategist, pulls back the curtain on how small business owners are unfairly targeted by the system. In this hard-hitting episode, Sherry explains why the IRS considers entrepreneurs “low-hanging fruit” and how to legally protect yourself through strategic deductions and proper business structuring.After leaving the IRS, Sherry discovered deep flaws in the tax system—ones that led to a federal prison sentence when she spoke out. But instead of backing down, she doubled down. Now, she helps six-figure professionals keep more of what they earn without crossing legal lines.Craig and Sherry discuss the importance of standing up to institutional overreach and why leadership sometimes means challenging broken systems. Sherry shares practical advice for anyone looking to reduce their tax burden legally, including the necessity of having a home-based business and meticulous record-keeping.This isn’t about tax evasion—it’s about tax education, justice, and reclaiming financial freedom. Sherry’s mission is clear: empower people with knowledge and help them escape financial bondage.Want to learn more about Sherry Peel Jackson's work? Check out her website at https://sherrypeeljackson.com/.Connect with Sherry Peel Jackson on LinkedIn at https://www.linkedin.com/in/sherrypeeljackson/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Nils Vinje helps CEOs scale by aligning their leadership teams. In this episode, he breaks down how misalignment at the top quietly drains momentum—and what to do about it. Drawing from his time in Silicon Valley, where leadership teams were swapped out like batteries, Nils explains why true alignment starts with shared understanding and ruthless simplicity.Nils outlines the five principles that power every successful business: People, Purpose, Playbooks, Performance, and Profit. He argues that most dysfunction goes unnoticed because it feels normal from the inside. His job is to bring clarity—often by asking the questions no one else is asking. From working with fence installers to Fortune 100s, Nils shows that scaling is less about tactics and more about mindset and structure.This episode is a must-listen for leaders who feel stuck despite working harder than ever. If your team is talented but directionless, Nils offers a clear, proven path forward.Want to learn more about Nils Vinje's work? Check out their website at https://nilsvinje.com.Connect with Nils Vinje on LinkedIn at https://www.linkedin.com/in/nilsvinje/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

James Elliman planned to be a Marine officer, following a family legacy of military service. But a last-minute medical disqualification forced a hard pivot. Instead of serving in uniform, he leaned into his lifelong love of tech and launched Elliman Technologies to simplify IT for small businesses.In this episode, James shares how leadership isn't just about titles—it’s about clarity, adaptability, and serving others, even when plans fall apart. He opens up about the early days, charging $14 an hour and fixing printers via Facebook. Over time, he learned how to price value, not time, and transitioned to a scalable MSP model. That shift not only stabilized his business—it turned him into a more strategic leader.James discusses how overwhelming tech stacks taught him the importance of standardization, the role of empathy in customer service, and why flexible pricing models build trust. He also unpacks the chaos from recent tech outages, and how proactive leadership helped clients stay calm while the internet burned.Want to learn more about James Elliman's work? Check out their website at https://ellimantech.com.Connect with James Elliman on LinkedIn at https://www.linkedin.com/in/james-elliman-a7667212a/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Craig Andrews opens up about the most defining moment of his life—a six-week coma after a severe case of COVID-19. Doctors told his wife he wouldn’t survive. But he beat the odds. When he woke, he discovered that his team and community kept his business running. That, he says, is his proudest leadership moment.In this solo episode, Craig reflects on the radical recovery process and the outrageous goals that powered his comeback. From being too weak to raise the blinds to showing up at a high-intensity workout in a wheelchair and on oxygen, Craig shares the mental framework that got him through it: map the path, no matter how outrageous, and execute.He urges listeners to apply the same strategy for the new year. Set goals that scare you. Set goals that excite you. Then plan the path to make them real—physically, professionally, or personally.This is a candid, high-impact episode about resilience, leadership, and growth through adversity.Want to learn more about Craig Andrews' work? Check out their website at https://allies4me.com/.Connect with Craig Andrews on LinkedIn at https://www.linkedin.com/in/craig-andrews/.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Craig Andrews opens up about the most defining leadership moment of his life—one he wasn’t even conscious for. After slipping into a six-week coma from COVID-19, doctors told his wife he wouldn’t survive. But his team kept the business running. Freelancers stepped in unasked. That’s when Craig knew he had built something more than a company—he built loyalty.In this special Christmas episode, Craig reflects on that recovery period and the relationships that mattered most. From struggling to climb stairs to re-learning how to stand, he talks candidly about physical weakness and emotional clarity. Coming back from the brink helped him separate genuine, reciprocal relationships from those that were only surface deep.Craig urges leaders to evaluate who’s really in their corner and to invest in people who show up when it counts. His story is both personal and powerful—an unfiltered look at legacy through leadership.Want to learn more about Craig Andrews' work? Check out their website at https://allies4me.com.Connect with Craig Andrews on LinkedIn at https://www.linkedin.com/in/craig-andrews.Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

Camille Diaz’s leadership story is rooted in reinvention. A science teacher turned ballroom dance studio co-founder, she built a thriving business—until a partner change derailed everything. Faced with debt, a lawsuit, and burnout, Camille hit rock bottom. But when friends began asking her for business advice, she discovered a new path: optimization coaching.Camille now leads Serenity Financial, helping businesses and individuals create sustainable wealth through financial education and strategic benefits planning. Her leadership style is direct, process-driven, and focused on giving people tools to regain control of their lives. In this episode, she shares how clear exit plans, humility after failure, and unshakable curiosity shaped her journey. She also unpacks how employers can offer zero-net-cost health benefits through smart tax strategies, breaking the cycle of annual cost hikes.Whether she’s mentoring clients or challenging the status quo in healthcare, Camille leads by empowering others to think differently and act with intention.Want to learn more about Camille Diaz's work? Check out her website at https://camillediaz.com.Connect with Camille Diaz on LinkedIn: https://www.linkedin.com/in/camillediaz/Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/Want to learn more about Craig Andrew's work at allies4me? Visit https://allies4me.com/