AI Rebels

Hosted by Jacob and Spencer

Technology Business NewsInterviews guests

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Episodes

Latest episode

May 2026

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EN-US

About the show

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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60 recent

May 7, 2026Episode 2254 min

AI Is Moving at 100 MPH. Your Company Probably Isn’t. ft. Sreedhar Peddineni

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 3x without adding headcount shows what happens when AI moves out of demos and into the daily operating system of a company. The conversation gets practical fast, with real examples of how AI is changing strategy, financial planning, presentations, sales workflows, competitive research, and founder decision-making. For anyone in revenue, sales, or go-to-market, Sridhar breaks down why traditional sales enablement is failing and how AI can deliver the right insight at the exact moment a rep needs it. The takeaway is urgent: AI fluency is becoming a career requirement, and waiting for someone else to teach you may be the fastest way to fall behind.

April 15, 2026Episode 2157 min

Cavemen With Fire: Governing the AI Agent Fleet ft. Logan Kelly

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 development (brakes make F1 cars faster, not slower), why the real competitive fight isn't OpenAI vs. Anthropic but governing your entire agent fleet across providers, and why vibe-coded production apps are the next wave of preventable disasters. If you're building, deploying, or betting your company on agents, this is the conversation you can't afford to skip.

April 7, 2026Episode 2052 min

Why Your AI Projects Keep Failing (It's Not the Tech) ft. Barbara Wittman

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 moment you pick them apart. Barbara makes the case for “human infrastructure” as a real budget line item, not a buzzword, and shares frameworks so simple they fit on the back of a napkin. If you’re a founder, a transformation leader, or anyone trying to figure out why your AI investments aren’t paying off, this conversation will reframe how you think about the problem.

April 1, 2026Episode 1957 min

Bhaskar Sunkara: The AI Agent That Never Sleeps. How Bicycle AI Catches Revenue Leaks in Real Time

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 for your business, this one is required listening.

March 25, 2026Episode 181 hr 3 min

RAG, Agents, and the Future of AI Memory with Roie from Pinecone

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 trusted without grounding, what AI memory will actually look like in the age of agents and robots, and where the line between useful hallucination and dangerous fiction really sits. If you're building anything with RAG, vectors, or agents, this conversation will change how you think about it.https://www.pinecone.io/

March 11, 2026Episode 171 hr 1 min

You Can't Have an AI Story Without a DataStory ft. Dalan Winbush, Nasuni

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 theorizing. He's sharing the playbook he's running right now.

March 5, 2026Episode 1655 min

Making Insurance Fair: How Tuio Puts Customers First With AI ft. Juan Garcia, Tuio

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 value. If you want to understand what it really looks like when a company is built around AI instead of bolting it on, this is the episode.

February 24, 2026Episode 1548 min

Same Effort, 10x Results: How a Neurodivergent Artist Uses AI as a Force Multiplier ft. Victor Varnado

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 permanent marketing engine, and walks through the writing coach he built specifically for neurodivergent creators like himself. If you've written off AI as a crutch for people who don't want to do real work, this is the conversation that complicates that.

February 17, 2026Episode 1448 min

AI Prototyping at Zero Cost: How Ian Cook Ships What Others Can't

95% of enterprise AI projects fail, but not for the reasons you think. Ian Cook has spent 16 years shipping AI products across healthcare, physical security, consumer goods, and now cultural data, and the pattern behind the failures is always the same: companies start from the top down with vague mandates instead of solving a specific person's specific problem. In this episode, Ian breaks down his framework for AI implementations that actually stick. Start bottom-up, ask a tangible question, and know what "done" looks like before you write a line of code. We get into why the cost of throwing away code is now zero and what that means for how fast you can experiment, how tools like Claude Code have changed what a solo engineer can ship in an afternoon, and which industries are about to get hit hardest by this wave. Ian doesn't sell magic. He builds prototypes that put working software in people's hands, and his track record speaks for itself.

February 3, 2026Episode 131 hr 2 min

Humanoid Robots Are a Distraction (Here's What Actually Works) ft. Grigorij Dudnik

What happens when AI leaves the screen and enters the physical world? It breaks.Spencer and Jacob sit down with robotics researcher Grigorij Dudnik, who's been running real experiments with real robots—and finding that most of our assumptions about AI fall apart the moment hardware gets involved. The big one: the idea that a single massive model can do everything. Grigorij makes the case that the future isn't a "super-intelligent" humanoid. It's a modular system where an LLM plans, specialized models act, and physical constraints keep everything honest.They get into why humanoids are overrated, why generalization keeps failing in robotics, and why a system built on narrow, composable skills might be the actual breakthrough everyone's overlooking.

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