Episode 5: Embracing Purposeful Obstacles: The Unexpected Engine of Growth

In this episode of Prepare to Shift, host Tarik Moody of HYFIN continues his candid and insightful conversation with Terrand Smith, founder of 37 Oaks and a leading voice in commerce strategy. Together, they explore the concept of purposeful obstacles—the inevitable, often uncomfortable challenges that shape entrepreneurs into sharper leaders and more resilient builders.

Terrand shares how early business setbacks, such as managing teams and navigating ambiguity, revealed critical lessons that helped her scale effectively. From identifying the difference between avoidable missteps and necessary trials to leveraging obstacles as opportunities for innovation and strategic clarity, this episode offers practical wisdom for founders navigating uncertain terrain.

Whether you’re a solopreneur battling decision fatigue or a seasoned business owner rethinking your approach to risk, this conversation reframes failure not as an endpoint, but as a valuable testing ground for long-term growth. Tune in as we uncover how embracing adversity can create a competitive advantage—and prepare you to shift with confidence.

Prepare To Shift