An interview series from Tokto.ai · New for 2026

What did
your AI do?

The show where the people running AI inside real enterprises answer the one question every board, every regulator, and every customer is about to ask. Builders, buyers, and investors, on the record, about what the machines actually did last Tuesday.

SEASON ONE · IN PRODUCTION VIDEO + AUDIO 45 MINUTES, NO FLUFF

The question nobody in the building can answer

01 · The premise

Every enterprise now runs on AI it cannot fully see. Thousands of employees, hundreds of tools, millions of prompts. Ask a simple question, what did your AI do last Tuesday, and watch the room go quiet.

This show finds the people for whom that question is not hypothetical. The executive who forced her own sales org 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 the business gets handed to a model nobody can open.

One guest per episode. Real stories, real numbers, and the moments where adoption, governance, and ego collide. No vendor panels, no futurism, no keynote recycling.

1
Guest per episode. The whole hour belongs to their story
12
Questions prepared per guest. Then we follow the silence
0
Scripted answers. Guests get themes in advance, never lines

Season one

02 · The slate
FIRST UP001

The year Meta's own people refused to use the AI

Bar Clara Mendez McConnon · CEO & Managing Partner, Value Gateway Capital Partners · formerly senior leadership, Meta Global Business Group

She spent years inside one of the world's largest AI companies getting thousands of commercial people to actually use the machines, and now she prices the companies about to face the same fight. Both chairs, one conversation: what an AI announcement from a big enterprise really tells you about that company.

Recording · August 2026
ON THE SLATE

Esti Peshin

Cybersecurity & AI expert · former VP, GM Cyber Division, Israel Aerospace Industries · advisory board, Cyber 2.0
ON THE SLATE

Natasha V. Sachs

Global partnerships executive · formerly Google, Coursera
ON THE SLATE

Dina Segal

Chief Legal Officer, Gusto · formerly Intuit

Season one guests include members of the Tokto.ai advisory board. Affiliations are disclosed in every episode description. More guests announced as episodes are locked.

How an episode works

03 · The format
/ 01

The story only they can tell

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.

/ 02

Pushback, not applause

Guests defend their strongest claims. If someone says adopt or die, they get asked to make the case for the middle ground they say does not exist.

/ 03

The Tuesday test

Every conversation lands on the same question. In your organization, who could actually say what the AI did last Tuesday? The answers are never boring.

Your host

04 · Behind the mic
HOST / 001 🎙️
Rob Matzkin
Chief Revenue Officer · Tokto.ai

Rob spends his days inside the exact rooms this show is about, with the enterprises trying to answer for their AI before someone else asks first.

As CRO of Tokto.ai, the AI 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.

He asks short questions and lets the silence do the work.

05 · Listen & subscribe

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