Caleb Avery, CEO and Founder of Tilled, After 18 Months of Bootstrapped Growth, Has Gone on to Raise Over $40M and Become a Category Leader

In this episode of Bootstrap Ventures - The Scalepoint Podcast, I interview Caleb Avery, CEO and founder of Tilled—a category leader in the PayFac-as-a-Service space. Caleb shares insights on Tilled’s phenomenal growth in 2024, achieving over 500% year-over-year growth, and highlights the company’s strategic move into enterprise.

Caleb recounts his journey from bootstrapping the company in 2019 to securing venture capital and scaling significantly. He discusses the challenges and advantages of bootstrapping in the early stages, their approach to securing funding, and the importance of customer validation. He also explains the enterprise strategy and the significance of their partnership with North in reshaping the payment processing landscape.

🎧 Listen now on Spotify 👉