

OhHello Ep. 99: Jesse Pujji on Burnout, Breakthroughs, Betting on Growth and Letting Go of the CEO Title
đď¸ In this episode of The OhHello Pod, Jeremy Bloom, founder of OhHello.ai, sits down with Jesse Pujji, founder of Gateway X and GrowthAssistant and a longtime voice in growth marketing, to talk about the wins, the setbacks, and the personal shifts that shaped his path as a founder.
What follows is a grounded conversation about knowing when to pivot, how to lead with clarity, and what it really means to grow personally and professionally.
đ Topics Covered:
⢠The deal that collapsed and triggered a months-long personal reset
⢠Building and walking away from multiple ventures at Gateway X
⢠GrowthAssistantâs unexpected rise and whatâs next with AI
⢠Why Jesse stepped out of the CEO role and how he learned to listen to his energy
⢠Translating marketing speak into private equity language
⢠Letting go of guilt, trusting the process and redefining ambition
⢠Why mentorship, feedback, and spiritual perspective matter more than ever
đď¸ Plus: Jesse shares how rejection from one investor turned into deeper alignment, why Kahani didnât work out, and how fatherhood continues to shape his lens on success.
đĽ If you're building, evolving, or questioning your next chapter, this one's worth a listen.
đ Learn more at OhHello.ai
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