In this insightful and inspiring episode, host Jeremiah Isley welcomes longtime friend and digital strategist Jason Keppe, founder of SurePath Digital. Jason walks us through his unconventional journey from quitting an engineering degree, to learning HTML from a book, to stumbling his way into entrepreneurship through a mix of persistence, loss, and ultimately clarity. He opens up about his early freelance days, how faith and family shaped his decisions, and the devastating betrayal he experienced from a former business partner — a setback that almost ruined him financially, but ultimately forged the values and experience that guide him today.

Jason shares lessons learned from building a business, getting burned, and rebuilding again with more purpose and integrity. Now running a successful marketing and coaching firm, Jason talks about finding the right clients, navigating the fast-changing world of digital marketing, and staying grounded while leveraging new AI tools. If you’ve ever wondered whether you can bounce back from professional heartbreak or start over with more wisdom, this episode is a must-listen.

🌐 SurePath Digital – https://surepathdigital.com
🎧 Podcast Host – https://crookedpathmedia.com
📱 Jeremiah on Instagram – https://www.instagram.com/jeremiahisley

Host: Jeremiah Isley
Guest: Jason Keppe
Produced by: Jeremiah Isley
In Association with: Crooked Path Productions
Copyright © 2025 Crooked Path Productions