Greg Scown, co-founder of TextExpander, shares an inspiring journey through the partial sale of his company to Summit Partners and the path that led him there. Discover how casual coffee chats carried invaluable advice, such as re-registering as a Delaware C corporation, which significantly boosted the company's valuation. Greg discusses the pivotal role of an enthusiastic fan at Summit Partners, which propelled TextExpander into the spotlight and paved the way for successful negotiations. As Greg and his partner Philip Goward step back from operational duties, they embark on a transformative journey of semi-retirement and advisory roles, exploring new ventures and collaborations.

The episode takes a deep dive into the strategic decision-making process behind selling to private equity versus traditional venture capital. With JD Mullen taking the reins as CEO, we examine the balance of maintaining continuity while embracing change. Greg highlights the strengths of bootstrap companies like TextExpander, emphasizing the significance of subtle improvements to enhance user experience while preserving product reliability. This discussion offers insights into the private equity landscape, exploring de-risking strategies and the challenges of transitioning from a high-pressure leadership role to a more relaxed lifestyle.

We explore Greg's insights on the evolving tech landscape, the burgeoning potential for indie app developers, and the value of partnerships with organizations like Founder Partners. Through personal stories and reflections, Greg sheds light on the emotional transition post-exit, tackling mental health challenges, and societal pressures. There's also an intriguing look at the future of indie app development and the entrepreneurial spirit driving innovation in Europe, exemplified by entrepreneurs like Michael Simmons of Fantastical. If you're an engineering founder in Barcelona or Europe, this conversation invites you to connect and collaborate, opening doors to new opportunities and shared growth.