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Leaders & Legacies

Leaders & Legacies

Written by: Craig Andrews
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About this listen

The Leaders & Legacies Podcast celebrates leaders who are making a difference beyond themselves. It was inspired from events in 2021 when the host, Craig Andrews went into a 6-week coma. Even after waking up, his brain was scrambled for another two weeks. When his mind cleared, his wife started telling him how his team stepped up and ran the company without him. Freelancers reached out to his team and offered to do whatever was necessary while he was in the hospital. Craig believes we all make an impact greater than we realize and wants to honor owners and founders as they lead others. Craig Andrews is the founder and Principal Ally at allies4me. He’s been in the marketing space for more than two decades and has driven over a half-billion dollars of revenue. He’s spoken on dozens of podcast as well as conferences including Conversion Conference.Copyright 2026 Craig Andrews Careers Economics Leadership Management & Leadership Personal Success
Episodes
  • 254 - The Power of Asking Better Questions with David Kreeger
    Feb 19 2026

    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/.

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    35 mins
  • 253 - The Hidden Dangers Lurking in Your 401(k) Plan with Alex Langan
    Feb 12 2026

    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/.

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    27 mins
  • 252 - Inside the Hilton Family Office - Mark Miller on Leading with Clarity and Purpose
    Feb 5 2026

    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/.

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    27 mins
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