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OhHello Ep. 99: Jesse Pujji on Burnout, Breakthroughs, Betting on Growth and Letting Go of the CEO Title
🎙️ 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.
🔑 Topics Covered:
• The deal that collapsed and triggered a months-long personal reset
• Building and walking away from multiple ventures at Gateway X
• GrowthAssistant’s unexpected rise and what’s 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
🎙️ Plus: Jesse shares how rejection from one investor turned into deeper alignment, why Kahani didn’t work out, and how fatherhood continues to shape his lens on success.
🔥 If you're building, evolving, or questioning your next chapter, this one's worth a listen.
đź”— Learn more at OhHello.ai
#Entrepreneurship #Startups #JessePujji #GrowthAssistant #GatewayX #FounderJourney #Leadership #VentureStudio #SelfAwareness #OhHelloPod #Mentorship #PivotPoints #BusinessPodcast
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By Jeremy Bloom🎙️ 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.
🔑 Topics Covered:
• The deal that collapsed and triggered a months-long personal reset
• Building and walking away from multiple ventures at Gateway X
• GrowthAssistant’s unexpected rise and what’s 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
🎙️ Plus: Jesse shares how rejection from one investor turned into deeper alignment, why Kahani didn’t work out, and how fatherhood continues to shape his lens on success.
🔥 If you're building, evolving, or questioning your next chapter, this one's worth a listen.
đź”— Learn more at OhHello.ai
#Entrepreneurship #Startups #JessePujji #GrowthAssistant #GatewayX #FounderJourney #Leadership #VentureStudio #SelfAwareness #OhHelloPod #Mentorship #PivotPoints #BusinessPodcast