Ever felt like you're just not measuring up in your business? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as Jill vulnerably unpacks the universal entrepreneurial struggle of feeling like you're falling short—and how to overcome it without shame. This episode explores the emotional reality behind entrepreneurship: the doubts, the comparisons, the pressure to always do more. Jill opens up about her own experiences leading and exiting a company, and how she learned to separate her personal identity from performance metrics. If you’ve ever felt like you “should be further along,” this episode will help you breathe easier, find perspective, and reconnect with the bigger picture behind why you started.

What if land deals could show you what freedom in business really feels like? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they uncover investor career secrets in a powerful interview with Michelle Bridger, a seasoned entrepreneur who discovered how land investing offered a glimpse into a simpler, more aligned way of doing business. Michelle opens up about leading a high-pressure agency, hitting a breaking point, and making bold decisions to restructure her team—and her life. Together, they dive into themes of clarity, delegation, shifting leadership identity, and what happens when you stop tolerating “busy” and start intentionally designing your work around your life. If you’re a business owner ready to work less, live more, and finally build a business that supports you, this episode is a must-listen.

What really makes a landowner say yes? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit explore the psychology behind seller motivation—and why identifying true need is the secret to consistent land investing success. They reveal how seasoned investors can spot ready-to-act sellers, often before the sellers even realize it themselves, and why this pattern is more predictable than you’d think. You’ll hear real-world examples, Jill’s high-volume call strategies, and how emotional detachment from property signals opportunity. If you’re ready to stop chasing deals and start attracting them, this episode is for you.