The interview series where the people running AI inside real enterprises answer the one question every board, regulator and customer is about to ask.
One guest per episode. Real stories, real numbers, and the moments where adoption, governance and ego collide.
Every enterprise now runs on AI it cannot fully see. Ask a simple question, what did your AI do last Tuesday, and watch the room go quiet.
Thousands of employees. Hundreds of tools. Millions of prompts moving through systems nobody has been asked to account for. The technology arrived faster than the paperwork, and the paperwork is what everyone is about to be asked for.
This series finds the people for whom that question is not hypothetical. The executive who forced her own sales organisation to adopt the AI it swore it did not need. The investor who now walks away from companies too heavy to turn. The general counsel deciding how much of a business gets handed to a model nobody can open.
No vendor panels. No futurism. No keynote recycled for the fourth time this quarter.
Recording August 2026. The first conversation sets the standard for every one that follows.
She spent years inside one of the world's largest AI companies getting thousands of commercial people to actually use the machines. Today she prices the companies about to face the same fight.
Both chairs, one conversation. What an AI announcement from a large enterprise really tells you about that company, why the middle ground she says does not exist keeps getting defended anyway, and where the line sits between adopting a model and handing it your business.
Season one continues with operators, builders and the people who sign off on the risk.
Season one guests include members of the Tokto.ai advisory board. Affiliations are disclosed in every episode description. Further names announced as episodes are locked.
Every guest is chosen for one story nobody else on earth can tell firsthand. We research for days so the hour goes straight to the part that matters.
Guests defend their strongest claims. If someone says adopt or die, they are asked to make the case for the middle ground they say does not exist.
Every conversation lands on the same question. In your organisation, who could actually say what the AI did last Tuesday? The answers are never boring.
Rob spends his days inside the exact rooms this series is about, with the enterprises trying to answer for their AI before somebody else asks first.
As Chief Revenue Officer of Tokto.ai, the governance platform that gives enterprises a system of record for everything their AI does, he has a front row seat to the gap between what companies say about their AI and what they can actually prove.
This show exists because the best material never makes it into the press release. The rest of the method is simple. Ask the short version of the question, then let the silence do the work.
The trailer arrives first, then episodes follow. Follow the show wherever the listing is live and episode one lands in your feed the moment it ships.
One note when the trailer is live. One note when each episode ships. Nothing else, ever.
Join the launch list →Guest suggestions and introductions are read personally.