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Leaders & Legacies

Leaders & Legacies

By: Craig Andrews
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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 2025 Craig Andrews Career Success Economics Leadership Management & Leadership
Episodes
  • 231 - 25% of Waste Hiding in Your P&L with Donovan Pyle
    Oct 14 2025

    Donovan Pyle pulls back the curtain on an industry most business leaders misunderstand: employer-sponsored health care. In this episode, Donovan explains how companies are overpaying by as much as 25%—often without realizing it—and why the current broker model keeps them trapped. Drawing on his own experience inside a major insurance company and later as a broker, Donovan saw firsthand how incentives are misaligned and how brokers are often rewarded for selling the most expensive plans—not the best ones.

    That realization got him fired… and fired up. He launched Health Compass Consulting to give employers a path out. Donovan outlines how business leaders can cut costs without slashing benefits. In fact, the key to savings is often improving employee care, not reducing it.

    This conversation is a must-listen for CFOs, HR leaders, and CEOs who want to transform their benefits from a financial liability into a strategic advantage.

    Want to learn more about Donovan Pyle's work? Check out their website at https://www.donovanpyle.com.

    Connect with Donovan Pyle on LinkedIn at https://linkedin.com/in/donovanpyle.

    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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    31 mins
  • 230 - From Solo Act to Sustainable Business - William Bissett on Leadership
    Oct 9 2025

    William Bissett, founder of Portus Wealth Advisors, joins Craig Andrews to unpack what it really takes to lead a company that survives and thrives beyond its founder. William shares how watching his father struggle in solo practice shaped his commitment to team building. His insight is simple but powerful: don’t just hire talent—hire people who fill your gaps, not mirror them.

    The episode cuts through leadership myths and focuses on what makes businesses last—trust, delegation, and the willingness to let go. William shares his approach to building high-performance teams using tools like the Culture Index, but emphasizes that real success comes from empowering people to grow—even if that means they eventually leave.

    For William, leadership isn’t about control—it’s about legacy. That means creating wins for your people, investing in their growth, and building a culture that celebrates progress. It’s leadership with humility and a long view.

    Want to learn more about William Bissett's work? Check out their website at http://www.portusadvisors.com.

    Connect with William Bissett on LinkedIn at https://www.linkedin.com/in/williambissett/.

    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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    30 mins
  • 229 - The Ezra Principle - Leadership Lessons That Scaled a Referral Empire with Brian McRae
    Oct 2 2025

    Brian McRae walked away from a comfortable W-2 job to chase something more fulfilling—control, freedom, and impact. What followed was a leadership journey rooted in service. In this episode, Brian shares how he transitioned from the mortgage world to building a coaching and mastermind business that thrives on authentic relationships.

    He didn’t advertise. He didn’t pitch. Instead, he launched a free monthly event focused on giving away practical strategies—like handwritten notes—that made attendees feel seen. Within three years, 60% of his business came through that event, and he never once asked for referrals.

    Brian shares the "Ezra Principle"—study, practice, teach—as his guiding framework. He also talks about how building community led to the creation of The Boardroom, a mastermind group for financial professionals looking to lead with heart, not hustle.

    His story is a masterclass in leadership through generosity and consistency. If you want to grow by helping others win, this episode is your playbook.

    Want to learn more about Brian McRae's work? Check out their website at https://www.briankmcrae.com.

    Connect with Brian McRae on LinkedIn at https://www.linkedin.com/in/briankmcrae/.

    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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    37 mins
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