Every founder builds something they hope keeps going long after they stop showing up every day. Most of us never stop to ask what actually happens the moment we're not the one holding it together.

This week's podcast guest has spent her career watching that question play out, and what she's learned applies to a lot more than family wealth.

Maggie Bilby spent twenty years in traditional wealth management before she noticed a pattern nobody in her industry wanted to talk about. Family fortunes rarely disappear because of a bad market. They often disappear by the third generation because the people who built the wealth never taught the people after them how to actually hold onto it.

So, Maggie left the corporate playbook and built Gen2 Advisors, a firm for families who think in decades instead of quarters.

A year into running it on her own, she's had to figure out how to scale without burning out, how to say no to new clients so she can protect the work that matters most, and how to still make it home for her two daughters most nights. What she's learned along the way applies to anyone building something they hope will last.

If your business or your money changed hands tomorrow, would the next person know how to actually run it—or just how to spend it?

That's the question behind this week's conversation.

Whatever you're building, the goal was never just to build it. It's to build something that can stand without you propping it up every single day.

🎧 Listen now to hear how Maggie is turning a business into a legacy.

If you’d like to be a guest on our Hello Chaos Podcast, ​click here​ for more information and to sign up. We look forward to connecting with you soon!

If you know another founder or creative who would benefit from being part of the OrangeWIP community, invite them to subscribe and explore more inspiring founder stories and resources built for entrepreneurs. OrangeWIP shares real, raw, and honest stories—the unvarnished truth of what it means to build something from the ground up. It’s why our mantra is Where A-ha! Meets Oh, sh*t.^TM It’s 100% free and gives founders access to a one-stop content hub designed to inform, inspire, and connect.

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