Get Paid with Manny Medina
Same AI, Wildly Different Price: What Separates $50 From $5M with Jaya Gupta
July 9, 2026
On this episode 57 of the Get Paid podcast, host Manny Medina sits down with Jaya Gupta from Foundation Capital to discuss AI startups, context graphs, token maxing, and outcome-based pricing, exploring what’s really working six months after her viral paper reached 5 million views and was retweeted by Satya Nadella. ● Context graphs six months later: what aged well and what flopped ● Token maxing and how it ended the AI spending party two years early ● The $50 vs. $500K vs. multimillion-dollar illusion ● Why trust is the only real moat left ● Open source models as the escape hatch from runaway inference costs ● Horizontal vs. vertical context and the glue functions in between
 On this episode 57 of the Get Paid podcast, host Manny Medina sits down with Jaya Gupta, Partner at Foundation Capital, to discuss AI startups, context graphs, token maxing, and outcome-based pricing. Together, they unpack what’s really working six months after her viral paper reached 5 million views and was retweeted by Satya Nadella. 

What You’ll Learn:

Jaya Gupta is a Venture Capitalist and Partner at Foundation Capital, renowned for her thought leadership in AI infrastructure and enterprise transformation. With vast expertise in context graphs, decision trace technology, and AI monetization strategy, Jaya has become a recognized voice in the AI startup ecosystem, with her seminal piece on context graphs reaching 5 million views and earning recognition from industry leaders, like Satya Nadella.

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Previous guests include: Dharmesh Shah of HubSpot, Amjad Masad of Replit, Wade Foster of Zapier, Eric Simons of Bolt.new, Nick Mehta of Gainsight, Flo Crivello of Lindy AI, and Karan Parekh of Clay.

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