Your Next Gen Friend is the podcast for successors—whether you’re stepping into a family business, a privately held company, or simply the expectations tied to someone else’s legacy. I’m Andrea: G2, a successor in a privately owned business, and a guide for the next generation navigating identity, pressure, and purpose inside family systems. This show is for those of us in the in-between... honoring what came before while trying to build something that’s truly our own. Whether you’re blood family or the trusted non-family leader stepping in, this is your space for real conversations about what it actually means to succeed, on your terms. You’re not alone in this. And I hope that makes all the difference.

Your Next Gen Friend Podcast
Claim This Podcastby Andrea Carpenter
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Podcast Overview
Your Next Gen Friend is the podcast for successors—whether you’re stepping into a family business, a privately held company, or simply the expectations tied to someone else’s legacy. I’m Andrea: G2, a successor in a privately owned business, and a guide for the next generation navigating identity, pressure, and purpose inside family systems. This show is for those of us in the in-between... honoring what came before while trying to build something that’s truly our own. Whether you’re blood family or the trusted non-family leader stepping in, this is your space for real conversations about what it actually means to succeed, on your terms. You’re not alone in this. And I hope that makes all the difference.
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Publishing Since
6/12/2025
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Recent Episodes

July 2, 2026
You're Going to Sit on the Opposite Side of the Table From Someone You Love
<p>There's a moment in every family business transition where you're going to look at someone you love and realize you want something different than what they want. Not in a small way. In a way that makes the whole deal feel like it might not work.</p><p>That's what this episode is about. Andrea recorded this one solo after leading an Evolve Group Lab on the same topic that morning. She walks through what it means to sit on opposite sides of the table from someone in your family or your business, why that's not only normal but inevitable if your transition is a real one, and what happens when people stop talking because they're afraid of the disagreement.</p><p>She also gets into the specific tensions that show up on each side. Transitioners are dealing with identity, security, control, and the fear of letting go. Successors are dealing with autonomy, financial pressure, confidence, and the fear of disappointing people. And a lot of the time, neither side realizes what the other is carrying.</p><p>Andrea shares a personal example from her own transition with Elizabeth and offers a reframe that might change how you approach your next hard conversation: it's not me versus you. It's us versus the problem.</p><p>Key takeaways from this episode:</p><ul><li>If your transition is a real transition, you are going to end up on opposite sides of the table from someone you care about. That's not a sign something is wrong</li><li>The table isn't always two-sided. Multiple successors, married co-owners, and business partners can all be sitting at different angles with different priorities</li><li>Transitioners carry fears around identity, security, legacy, and control. Successors carry fears around autonomy, finances, capability, and disappointing people</li><li>When tension shows up, people tend to walk away from the table, crawl under it, or lunge over it. None of those responses move the transition forward</li><li>The most dangerous thing isn't disagreement. It's when people stop talking and assumptions start to fill the gaps</li><li>When someone gives you a hard no, stay curious about what's underneath it. Treat it like a door, not a wall</li><li>You don't have to figure out buy-sell agreements and valuations with lawyers first. You can work through the important pieces on your own or with a transition guide before you bring in the legal team</li></ul><br/><p><strong>Connect with Andrea: </strong>Instagram DM or email at <a href="mailto:yournextgenfriend@gmail.com" rel="noopener noreferrer" target="_blank">yournextgenfriend@gmail.com</a></p><p><strong>Book a 30-minute call</strong> to talk through how to position these conversations in your family.</p><p></p><p><strong>Connect with Andrea Carpenter and Your Next Gen Friend:</strong></p><p>Website: <a href="https://yournextgenfriend.com/" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com</a></p><p>Instagram: <a href="https://www.instagram.com/yournextgenfriend/" rel="noopener noreferrer" target="_blank">https://www.instagram.com/yournextgenfriend/</a></p><p>YouTube: <a href="https://www.youtube.com/@yournextgenfriend" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@yournextgenfriend</a></p><p>LinkedIn: <a href="https://www.linkedin.com/in/andreashaver/" rel="noopener noreferrer" target="_blank">https://www.linkedin.com/in/andreashaver/</a></p><p></p><p>Subscribe to Your Next Gen Friend on your favorite podcast player:</p><p>Spotify: <a href="https://yournextgenfriend.com/open-spotify" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com/open-spotify</a></p><p>Apple Podcasts: <a href="https://yournextgenfriend.com/apple-podcast" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com/apple-podcast</a></p><p></p><p>Podcast theme music by Transistor.fm.</p>

June 18, 2026
I Was an Unprepared Inheritor and I'm Not the Only One
<p>What happens when you grow up knowing your family is comfortable but nobody ever tells you what that actually means? And then one day in your thirties, you start learning about trusts and structures and tax implications that have been there the whole time?</p><p>Celine Fitzgerald lived that. She's a G3 family member whose dad was CEO of their family's bank when a liquidity event happened in 1994. She was eight. Everyone kind of went their own way after that, and the conversation about what it all meant just never really happened. Celine spent her twenties in New York and Milan, working in fashion and luxury retail, and it wasn't until she went back for her MBA at 31 that she stumbled into the world of family business, family office, and wealth stewardship.</p><p>In this episode, Andrea and Celine talk about what it's like to be an unprepared inheritor and the steep learning curve that comes with it. They get into the entitlement myth (spoiler: neither of them has ever met an entitled rising gen), what it looks like to bring a spouse into the family enterprise, and why communication and having grace for the leading gen might be the most important things you can practice this week.</p><p>Key takeaways from this episode:</p><ul><li>Being an unprepared inheritor is more common than you'd think, and the learning curve in your thirties is steep when nobody talked about it earlier</li><li>The rising gens showing up to do this work aren't entitled. They want to be seen, heard, and given a chance to be responsible stewards</li><li>If you don't know what's in your trust or how it impacts your life, you're allowed to ask. Frame it around education and what you're learning on your own</li><li>Integrating a spouse into the family enterprise is deeply personal and every family does it differently, but openness early on makes everything easier</li><li>Leading gens often don't know where to start either. Sometimes your questions actually take pressure off of them</li><li>Have grace for the generation above you. They're doing this without a playbook too</li></ul><br/><p></p><p><strong>Connect with Celine Fitzgerald</strong></p><p>Linkedin: <a href="https://www.linkedin.com/in/celine-fitzgerald-3603a18/" rel="noopener noreferrer" target="_blank">https://www.linkedin.com/in/celine-fitzgerald-3603a18/</a></p><p>In Three Generations Website: <a href="https://www.inthreegenerations.com/" rel="noopener noreferrer" target="_blank">https://www.inthreegenerations.com/</a></p><p></p><p><strong>Connect with Andrea Carpenter and Your Next Gen Friend:</strong></p><p>Website: <a href="https://yournextgenfriend.com/" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com</a></p><p>Instagram: <a href="https://www.instagram.com/yournextgenfriend/" rel="noopener noreferrer" target="_blank">https://www.instagram.com/yournextgenfriend/</a></p><p>YouTube: <a href="https://www.youtube.com/@yournextgenfriend" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@yournextgenfriend</a></p><p>LinkedIn: <a href="https://www.linkedin.com/in/andreashaver/" rel="noopener noreferrer" target="_blank">https://www.linkedin.com/in/andreashaver/</a></p><p></p><p>Subscribe to Your Next Gen Friend on your favorite podcast player:</p><p>Spotify: <a href="https://yournextgenfriend.com/open-spotify" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com/open-spotify</a></p><p>Apple Podcasts: <a href="https://yournextgenfriend.com/apple-podcast" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com/apple-podcast</a></p><p></p><p>Podcast theme music by Transistor.fm.</p>

June 4, 2026
Entitlement. Isolation. Plans.
<p>Season 2 is here. Andrea kicks things off solo with a look at what she's been hearing from next gens over the past year, across dozens of calls and conversations.</p><p>Three patterns keep showing up.</p><p>The first is the entitlement myth. Parents and founders worry their kids will feel entitled to the business or the wealth. But when Andrea sits down with next gens, the feelings underneath are almost always shame, guilt, and confusion. Jake Knight put it directly: the next gens he meets don't feel they deserve anything. They don't even know how to talk about it with their friends. When curiosity gets labeled as entitlement, next gens stop asking questions altogether, and that's when they actually end up unprepared.</p><p>The second pattern is isolation. Wealth, inheritance, family business dynamics: these aren't things most people can bring up with their college roommate or their coworker. Andrea shares her own experience of meeting her first real peer at a Tiger 21 conference and the relief of realizing someone else understood. That same feeling has come up with Evolve clients who are non-family successors buying into a business. The "you get this too?" moment matters more than most people realize.</p><p>The third pattern is about clarity. Successors aren't asking for a polished strategy deck. They want any plan at all. One discovery call participant said they just wanted to know if there's something with thought behind it, instead of being completely in the dark. Andrea connects this to the entitlement theme: asking for a roadmap can feel like overstepping, so people stop asking, and that's when disengagement starts. TTS uses tools like timelines, objectives, and matrices in Evolve to get everything on the table so successors can make informed decisions about their participation.</p><p>Andrea closes with a reminder: if you're a successor, you're not the only one. That's the whole point of this podcast.</p><p><strong>Connect with Andrea: </strong>Instagram DM or email at <a href="mailto:yournextgenfriend@gmail.com" rel="noopener noreferrer" target="_blank">yournextgenfriend@gmail.com</a></p><p><strong>Book a 30-minute call</strong> to talk through how to position these conversations in your family.</p><p></p><p><strong>Connect with Andrea Carpenter and Your Next Gen Friend:</strong></p><p>Website: <a href="https://yournextgenfriend.com/" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com</a></p><p>Instagram: <a href="https://www.instagram.com/yournextgenfriend/" rel="noopener noreferrer" target="_blank">https://www.instagram.com/yournextgenfriend/</a></p><p>YouTube: <a href="https://www.youtube.com/@yournextgenfriend" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@yournextgenfriend</a></p><p>LinkedIn: <a href="https://www.linkedin.com/in/andreashaver/" rel="noopener noreferrer" target="_blank">https://www.linkedin.com/in/andreashaver/</a></p><p></p><p>Subscribe to Your Next Gen Friend on your favorite podcast player:</p><p>Spotify: <a href="https://yournextgenfriend.com/open-spotify" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com/open-spotify</a></p><p>Apple Podcasts: <a href="https://yournextgenfriend.com/apple-podcast" rel="noopener noreferrer" target="_blank">https://yournextgenfriend.com/apple-podcast</a></p><p></p><p>Podcast theme music by Transistor.fm.</p>
27 total episodes available
Recent guests on Your Next Gen Friend Podcast
Guests from recent episodes — sign up to see every guest that has ever appeared on this show.
Andrea Carpenter
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Shannon Schottler
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Andrew Salmon
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Mark Mendes
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Shannon
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Andrew
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Mark
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