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by Jacob and Spencer
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Sreedhar Peddineni has built companies through the internet, SaaS, cloud, and now AI, which makes his perspective especially valuable because he is not reacting to hype — he is comparing this shift to every major technology wave he has lived through. He argues that AI is moving far faster than most leaders and companies can absorb, and that the widening gap between what is possible and what teams are actually doing is becoming a serious competitive threat. His own experience growing GTM Buddy...
Everyone's shipping agents. Almost nobody is asking what happens when a hundred of them go off the rails at 100% utilization while a customer is on the other end. Logan Kelly — CEO of Waxell and a guy who's been punched in the face by real-world sales operations — joins us to argue that a dashboard isn't governance, it's an autopsy, and that most teams are "cavemen playing with fire, hoping there's a bucket of water somewhere." We get into why governance actually *accelerates* agent developme...
Barbara Wittman has spent 25 years cleaning up broken transformation projects, and the root cause is never the technology. In this episode, she breaks down how AI is exposing dysfunction that companies have been hiding for years: misalignment between business and IT, unchecked assumptions, and a total lack of shared understanding. She explains why boards pressure CEOs into AI adoption out of fear, why the people actually executing get sidelined, and why most “AI use cases” fall apart the mome...
Bhaskar Sunkara built AppDynamics into a $3.7B company. Now he's back with Bicycle AI, an always-on agent that catches revenue leaks before your team even knows they exist. In this episode he breaks down why most AI products will never make it to production, how to actually build enterprise trust, and what "doing the boring stuff" really means. We get into real use cases across travel and payments where Bicycle is already saving companies millions. If you're building in AI or buying AI tools ...
Most RAG implementations are fundamentally broken; and the company that coined "vector search" just told us why. In this episode, Roie from Pinecone breaks down the "Franken answer" problem plaguing AI systems, why naive retrieval falls apart at scale, and what most teams are getting wrong about evaluation. He reveals how the AutoGPT explosion nearly took down Pinecone's infrastructure overnight — and the radical architecture shift it forced them to build. We dig into why LLMs can't be truste...
95% of enterprises are failing at AI. Not because the technology doesn't work, but because they're measuring the wrong things. In this episode, Nasuni CIO Dalan Winbush breaks down why adoption metrics are meaningless without real business impact, why his decentralized AI team failed and what he replaced it with, and how he's building an army of digital employees that will match his 800-person workforce. From his sales agent NORA to a hiring agent that cut time-to-hire by 80%, Dalan isn't the...
Insurance was built to profit off confusion, and Tuio is proving it doesn't have to be that way. Juan Garcia and his co-founders rebuilt insurance from the ground up as a fully digital, AI-native company in Spain, and they're running 3x the industry's average profit margins while charging customers less. The secret isn't just slapping AI onto old processes. It's rethinking every layer of the business, from data infrastructure to claims handling to marketing, so that AI actually compounds in v...
A billion-dollar liquor company paid a rapper with ADHD low six figures to build them a custom video game, and he delivered it in two weeks. That rapper is Victor, and in this episode he shows two games side by side, built on the same timeline: one before AI, one after. He's also a New Yorker cartoonist, NSF grant recipient, patent holder, and TV producer who will tell you straight when AI is not the right tool for the job. He breaks down a business model where every customer becomes a perman...
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The AI Rebels Podcast is dedicated to exploring and documenting the grassroots of the current AI revolution. Every week a new episode is posted wherein the hosts interview entrepreneurs and developers working on the cutting edge. Tune in to benefit from their insight.
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