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Leaders & Legacies

Leaders & Legacies

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 Career Success Economics Leadership Management & Leadership
Episodes
  • 270 - America's Tax Defender: How to Fight the IRS and Win with Pietro Canestrelli
    Apr 23 2026

    Pietro Canestrelli is a tax attorney and former IRS attorney who helps business owners and taxpayers protect their hard-earned money. As the founder of the Law Office of Pietro Canestrelli and author of America's Tax Defender, he focuses on getting the IRS out of your life as fast as possible.

    In this episode, Pietro breaks down the three areas of tax work: compliance, proactive planning, and tax defense. He explains why being audited is actually a "badge of success," why CPAs don't do proactive tax planning, and shares underutilized strategies like R&D tax credits and cost segregation that could save business owners tens or hundreds of thousands of dollars.

    Want to learn more about Pietro's work? Check out his website at https://ietaxattorney.com/.

    Connect with Pietro on LinkedIn at https://www.linkedin.com/in/pietro-canestrelli-18032a21.

    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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    38 mins
  • 269 - Why Most Virtual Training Fails - and How Great Leaders Fix It with Bernie DeSantis
    Apr 21 2026

    In this episode of Leaders and Legacies, Craig Andrews sits down with Bernie DeSantis, CEO of Insignia Training Partners, to explore how leaders can transform virtual training from a dull obligation into a powerful leadership tool. Drawing on more than 20 years of experience in corporate learning and development, Bernie shares how organizations can deliver high-impact virtual experiences that engage people and drive real results.

    Bernie explains why many virtual events fail: leaders treat them like in-person presentations and simply “turn on the camera.” But virtual environments demand a different approach. Leaders must intentionally create interaction, structure engagement, and guide participants through meaningful learning moments.

    The conversation also covers the psychology of audience engagement, why attention spans are shrinking, and how simple tools like polling, chat prompts, and structured interaction can dramatically improve participation. Bernie also highlights common mistakes leaders make—such as overwhelming audiences with too much information and failing to provide a clear call to action.

    Ultimately, great virtual experiences come down to intentional leadership. When leaders design training and events that prioritize engagement and clarity, they build stronger relationships, deeper trust, and better business outcomes.

    Want to learn more about Bernie DeSantis's work? Check out their website at https://insigniatraining.com/.

    Connect with Bernie DeSantis on LinkedIn at https://www.linkedin.com/in/badiii/.

    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
  • 268 - The Micro-Moments That Build - or Break - Trust in Leadership with Kim Bohr
    Apr 16 2026

    Trust is often treated as a vague leadership ideal, but Kim Bohr argues it’s one of the most measurable and practical drivers of performance inside organizations.

    As President and CEO of SparkEffect, Kim works with executive teams navigating disruption without breaking trust. In this conversation, she explains how leadership failures rarely come from malicious intent. Instead, they stem from blind spots—small behaviors, missed signals, and unexamined habits that slowly erode trust within teams.

    Kim shares how leaders can recognize these “micro-moments” that shape trust every day. Whether it’s acknowledging mistakes quickly, demonstrating transparency during difficult decisions, or showing curiosity instead of judgment, leaders have constant opportunities to strengthen relationships.

    She also highlights why organizations often overlook leadership development at the frontline level, where trust issues frequently begin. Without the right skills and emotional intelligence, leaders unintentionally damage the culture they’re responsible for building.

    Ultimately, Kim’s message is clear: trust is not abstract. It can be measured, strengthened, repaired, and intentionally built into how organizations operate.

    Want to learn more about Kim Bohr's work? Check out their website at https://sparkeffect.com/.

    Connect with Kim Bohr on LinkedIn at https://www.linkedin.com/in/kimbohr/.

    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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    36 mins
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