From Rock Bottom to $100M ARR: Josh Mastel on Resilience and Exit episode artwork

EPISODE · Mar 29, 2026 · 52 MIN

From Rock Bottom to $100M ARR: Josh Mastel on Resilience and Exit

from Your Next: A Guide to Finding Fulfillment After Your Exit Hosted by Jerome Myers · host Jerome Myers - Advisor to exiting founders

Josh Mastel did not exit because he hit some magical finish line. He exited because the business stopped giving him energy. In this episode of Your NEXT, Jerome Myers sits down with Josh to talk about betting on yourself, walking away from comfort, and building a life in alignment with what matters most. Josh shares the story of cashing out his 401(k), getting fired early in his career, losing his brother at 18, building a business he eventually outgrew, and then helping his wife scale her company into a $100M ARR technology services firm. This conversation is about more than entrepreneurship. It is about resilience, identity, priorities, and the courage to stop being a prisoner of something you built. If you are trying to decide whether your business still fits who you are becoming, this episode will stay with you. Learn more about your ad choices. Visit megaphone.fm/adchoices

Josh Mastel did not exit because he hit some magical finish line. He exited because the business stopped giving him energy. In this episode of Your NEXT, Jerome Myers sits down with Josh to talk about betting on yourself, walking away from comfort, and building a life in alignment with what matters most. Josh shares the story of cashing out his 401(k), getting fired early in his career, losing his brother at 18, building a business he eventually outgrew, and then helping his wife scale her company into a $100M ARR technology services firm. This conversation is about more than entrepreneurship. It is about resilience, identity, priorities, and the courage to stop being a prisoner of something you built. If you are trying to decide whether your business still fits who you are becoming, this episode will stay with you. Learn more about your ad choices. Visit megaphone.fm/adchoices

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From Rock Bottom to $100M ARR: Josh Mastel on Resilience and Exit

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This episode was published on March 29, 2026.

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Josh Mastel did not exit because he hit some magical finish line. He exited because the business stopped giving him energy. In this episode of Your NEXT, Jerome Myers sits down with Josh to talk about betting on yourself, walking away from...

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