EPISODE · May 21, 2026 · 37 MIN
You Built It. Can It Sell Without You?
from The TrailblazeHers
Jackie Kuiper is a lawyer, yogi and self-described introvert who co-founded The Founders Office after spending years watching founders make the same avoidable mistake: building something valuable, then discovering too late that it couldn't sell without them.In this conversation, we explore why 80% of businesses never transfer, what it really means when a founder is the business and how de-risking your structure rather than growing your revenue, can be the thing that doubles your exit multiple. Jackie also walks through a case that will make you think twice: a contract clause that would have purchased a creator's knowledge and know-how outright, effectively ending his ability to build a future career.Today’s conversation is a legal strategy conversation as well as a human one. Key Timestamps[00:00] Why catching founders early is the whole model [01:47] Introducing Jackie Kuiper [02:42] Yoga at 15 in small-town Minnesota [03:44] Law school, 2008 and the Great Recession [05:00] Being an introvert who chose law [07:25] Why founders only call their lawyer when it's already wrong [10:07] The founder's isolation paradox [13:08] Masks, authenticity, and showing up consistently [16:02] What coachability actually looks like [17:10] The YouTube creator and the IP clause to watch [22:03] $14 trillion and the 80% who won't sell [24:00] De-risking and how it changes your exit multiple [31:12] Jackie off-duty: cats, gardening, and BaliMemorable Quotes"We help founders solve what we call the founder's isolation paradox, which is the state of being where a founder may be very, very successful, but no one else knows." — Jackie Kuiper"What we've learned is that 80% of businesses don't actually sell. Founders and entrepreneurs don't have a plan. They don't know their exit options." — Jackie KuiperTake the Archetype + Growth-Readiness Super Quiz to discover your Business Growth Archetype in eight minutes or less and walk away with a radar view of your company, an immediate action plan, and the insight to grow smarter and faster: https://disha-wuqmsieb.scoreapp.com/Connect with Jackie Kuiper Website: https://foundersoffice.com LinkedIn: https://www.linkedin.com/in/jacqueline-kuiper-jd-mba-03948716/Connect with us: Website: https://thetrailblazehers.com/ Instagram: https://www.instagram.com/thetrailblazehers/ LinkedIn: https://www.linkedin.com/company/the-trailblazehers YouTube: https://www.youtube.com/@TheTrailblazeHersProduced by Evolved Podcasting: https://www.evolvedpodcasting.com
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You Built It. Can It Sell Without You?
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