Selling a Startup, Buying It Back, and Changing How Founders Raise: A Founder's Story

Selling a Startup, Buying It Back, and Changing How Founders Raise: A Founder's Story

June 30, 2026 · 21 min

About this episode

Jaclyn Johnson shares her experiences of selling and buying back her startup, along with insights on early-stage investing.

In this episode of Startup Success, we sit down with Jaclyn Johnson, founder of Create & Cultivate and co-founder of the angel investing platform Cherub, for a conversation about scaling a business, navigating an exit, and the future of early-stage investing. Jaclyn shares how she built Create & Cultivate into a multi-million-dollar, bootstrapped company, why she made the difficult decision to sell, and what prompted her to buy back the company a few years later. She offers an honest look at the tradeoffs of private equity and the factors that can make or break a deal. Between the exit and the buyback, her work as an angel investor and mentor to early-stage founders led her to co-found Cherub, a platform that connects founders with angel investors they'd never reach otherwise.We discuss: The realities of selling to private equity — and what founders often overlook What founders need in place before they start raising capital How the fundraising landscape for early-stage founders is changing If you're building your first company, preparing to raise capital, or thinking about an exit, this episode offers hard-earned lessons from a founder who has been on both sides of the…

More episodes of Startup Success: A Podcast for Founders & Investors

Explore listener stats, chart rankings, contacts and more on the Startup Success: A Podcast for Founders & Investors podcast page.