What the AI?!

What the AI?!

"What the AI?!" is your weekly guide to the world of artificial intelligence. Industry veterans Jeff Keltner and Annie Delgado break down the latest AI developments, focusing on their impact on business and finance. We decode complex concepts into actionable insights for executives and leaders, keeping you informed and ahead in the AI revolution. Join us as we demystify the technology shaping our future!

Recent Episodes

Amazon’s AI Broke the Store: 6.3 Million Orders Lost
March 17, 2026

Amazon’s AI Broke the Store: 6.3 Million Orders Lost

Amazon just proved that "moving fast and breaking things" with AI can cost a 99% Drop in a single day. In Episode 69, we go inside the "high blast radius" incidents that forced the most operationally disciplined company on Earth into a 90-day...

Listen to the Episode
The $110B OpenAI Payday: Sam Altman’s "Sloppy" Internal Chaos
March 10, 2026

The $110B OpenAI Payday: Sam Altman’s "Sloppy" Internal Chaos

In this episode of What the AI?!, Jeff Keltner and Annie Delgado unpack Sam Altman’s admission that OpenAI’s latest move was “sloppy and opportunistic,” why internal staff are pushing back, and what this record-breaking fundi...

Listen to the Episode
The Anthropic Standoff: Why the Pentagon is Pivoting to Grok
March 2, 2026

The Anthropic Standoff: Why the Pentagon is Pivoting to Grok

In Episode 67 of What the AI?!, Jeff Keltner and Annie Delgado break down the high-stakes standoff between Anthropic and the U.S. government. After Claude was used in the operation to capture former Venezuelan President Nicol...

Listen to the Episode
AI Just Got Political: The New Frontline
Feb. 23, 2026

AI Just Got Political: The New Frontline

AI is no longer just a product decision. It is a political one. In Episode 66 of What the AI?!, Jeff Keltner and guest co-host Super Mishra break down a rapidly escalating standoff between Anthropic and the Pentagon that could reshape how AI...

Listen to the Episode
AI Is Scaling Fast. Should You Be Worried?
Feb. 17, 2026

AI Is Scaling Fast. Should You Be Worried?

AI just had its Super Bowl moment. And if you work in tech, media, operations, education, or honestly anywhere near a computer, this episode is about you. In Episode 65 of What the AI?!, Jeff Keltner and Annie Delgado break d...

Listen to the Episode
AI in the Wild: Wins, Risks, and Weirdness
Feb. 9, 2026

AI in the Wild: Wins, Risks, and Weirdness

AI is proving it can help in high-stakes situations. It is also proving it can quietly weaken human skills, destabilize organizations, and wander into very strange territory. In Episode 64 of What the AI?!, Jeff Keltner and A...

Listen to the Episode
The AI Gap Is Real. Here’s How to Stay Ahead.
Feb. 2, 2026

The AI Gap Is Real. Here’s How to Stay Ahead.

If AI feels powerful but uneven right now, that is not your imagination. It is a gap forming in real time. In this episode of What the AI?!, Jeff Keltner and Annie Delgado break down why nearly half of workers still are not u...

Listen to the Episode
AI Is Making Money. Now Comes the Hard Part
Jan. 28, 2026

AI Is Making Money. Now Comes the Hard Part

AI finally has real revenue. Now it has real problems. Jeff Keltner and Annie Delgado unpack the growing gap between AI hype and AI economics, starting with Davos, where industry leaders could not agree on whether AI will erase jobs or create new...

Listen to the Episode
When AI Starts Buying, Building, and Acting for You
Jan. 20, 2026

When AI Starts Buying, Building, and Acting for You

AI is done just answering questions. Now it wants to do things for you. In Episode 61, Jeff Keltner and Annie Delgado dig into the moment AI shifts from assistant to actor — buying things, managing files, shaping infrastructure, and quietly changing...

Listen to the Episode

About the Hosts

Jeff Keltner Profile Photo
Jeff Keltner

Jeff Keltner was a founding team member at Upstart, leading business development and strategic partnerships through the company's IPO. Previously, he spent six years at Google, launching Google Workspace for Education and leading Chrome devices' go-to-market strategy. Jeff also worked at IBM and was a founding engineer at SSB Technologies (now Level Access). He holds a BS in Computer Systems Engineering from Stanford University and is an active advisor and board member for startups and nonprofits.

Annie Delgado Profile Photo
Annie Delgado

As Upstart’s Chief Risk Officer, Annie has built a data-driven, technology-based compliance program with particular focus on understanding and managing regulatory risks associated with the use of non-traditional credit modeling techniques and underwriting variables. Throughout her career in mortgage and consumer lending, she has managed and scaled teams spanning multiple functions including Compliance, Operations, and Software Applications. She has designed and implemented automated solutions to regulatory change such as leading the implementation of the TILA-RESPA Integrated Disclosure Rule during her time at Opes Advisors. Annie has a Bachelor’s Degree from Santa Clara University.

Reviews

I love the podcast

"Your podcast is beautiful! Not only does it sound good, I learn a lot from it. Every day I look forward to listening to the newest episode! The episode about siri is my personal favorite. I am thankf…"

Liam Nelson | Oct. 28, 2025