In this episode of Founders Future, with host Olivia Sammons, we’re joined by Jack DePiro, founder of Countrywood Investments and Yata Flavor. Jack shares his unconventional path from working as an automotive technician to becoming a content creator, strategist, and entrepreneur. What began as casually posting videos online quickly turned into brand partnerships, monetization, and a realization that content creation could be transformed into a scalable business skill.

Jack explains how his work now spans both B2B and creator-focused services—helping local businesses strengthen their online presence through Countrywood Investments, while guiding creators through content strategy, consistency, and growth via Yata Flavor. The conversation explores organic client acquisition through value-driven content, balancing cold outreach with inbound leads, the realities of building as a solopreneur, and why speed, accuracy, and being a lifelong student are essential to long-term success. Jack also shares his vision for sustainable growth, client fulfillment, and eventually building a trusted, close-knit team.

🔗 Connect with Jack DePiro

• Instagram: https://www.instagram.com/yataflavor/