In this episode of Money Tales, our guest is Lindsay Pinchuk. When Lindsay Pinchuk sold her company, everyone assumed she had become a multimillionaire. The truth was far more complicated, and for years she wasn’t allowed to say so.

A former ad sales executive turned accidental founder, Lindsay built a national community for new parents. She ultimately sold her business under conditions that looked very different from the outside. Lindsay opens up about the unseen money realities behind entrepreneurship, selling a company, and charting a new path helping other founders.

Lindsay is an award-winning entrepreneur, consultant, and small business mentor who’s among the less than 1% of female founders to successfully lead her company through an acquisition.

She built her first company, Bump Club and Beyond, from just $500 into a 7-figure brand with partnerships that included Target, Nordstrom, Huggies, and Unilever, reaching over 3 million people every month before selling the business to a large agency holding company.

Today, Lindsay is the founder of Dear FoundHer…, a top 1.5% podcast and community supporting women business owners over 40. Through her podcast, newsletter, mentorship program, and her signature SWEEP framework, she helps entrepreneurs simplify their marketing, grow their businesses, and build long-term success.

Selling a company can be a defining moment, but the real impact often unfolds long after the deal closes. As Lindsay shares, the assumptions others make don’t always reflect the reality founders face.

If you’re approaching a potential sale or reflecting on what an exit could mean for your future, connect with an Aspiriant advisor to explore your options with clarity and intention.

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