
Episode #53
How to sell AI
Toby spent the week taking apart four AI-native companies that crossed $100 million in ARR — Writer, Legora, Sierra, and Clay — looking for the shared playbook. There isn't one. Each got there a different way, and none...


The ON_Discourse Podcast is where leaders shaping the future of AI, media, and business come to think out loud. Hosted by Toby Daniels , Dan Gardner , and Matt Chmiel , each episode draws from the private Group Chats inside ON_Discourse, a community of C-suite leaders, founders, and innovators who challenge assumptions, sharpen ideas, and drive transformation through discourse. Less an interview and more an experiment in modern conversation , the show explores how emerging technologies like AI are reshaping leadership, creativity, and culture, grounded in real-world experiences from the people building the future. If you’re a business leader, innovator, or curious thinker looking to understand how AI and technology are changing what it means to build, lead, and create, this is the room you want to be in. Learn more about joining t
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Signup to Generate a PitchThe ON_Discourse Podcast is where leaders shaping the future of AI, media, and business come to think out loud. Hosted by Toby Daniels, Dan Gardner, and Matt Chmiel, each episode draws from the private Group Chats inside ON_Discourse, a community of C-suite leaders, founders, and innovators who challenge assumptions, sharpen ideas, and drive transformation through discourse.
Recent episodes include "How to sell AI" (31 July 2026, 26 minutes), "Apps vs Agents" (24 July 2026, 17 minutes), and "Cannes Platitudes" (17 June 2026, 38 minutes).
ON_Discourse publishes roughly every two weeks, with episodes averaging 37 minutes across 53 episodes.
Booking probability for ON_Discourse is 32%, and the host is rated Selective on guests. ON_Discourse requires a Pod Score of 80 or higher. ON_Discourse's contact route on record: verified email.
The strongest fits for ON_Discourse are Business & Management Consulting and IT Services & Software Development. ON_Discourse has a business audience.
ON_Discourse is a business podcast with 53 episodes published.
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Episode #53
Toby spent the week taking apart four AI-native companies that crossed $100 million in ARR — Writer, Legora, Sierra, and Clay — looking for the shared playbook. There isn't one. Each got there a different way, and none...

Episode #52
Dan, Toby, and Chmiel have a short argument about the difference between an app and an agent. Apps are deterministic, agents are probabilistic. In the curious language of AI that might mean that when an app fails it's a...

Episode #51
Ten days out from Cannes Lions, Dan, Toby, and Chmiel try to work out whether anything has changed in the year since AI took over every panel and pitch deck. Their answer: not really. To make the point, they ran...

Episode #50
For the 50th episode of ON_Discourse, Dan, Toby, and Chmiel walk back through the running arguments that have shaped the show — and check which ones aged well, which got dumber, and which still don't have an answer. The...

Episode #49
Dan, Toby, and Chmiel get riled by a LinkedIn post that contributes to the AI exhaustion it claims to diagnose, and use it as a jumping-off point to ask why everything in the AI conversation is starting to sound the...

Episode #48
Dan, Toby, and Chmiel break down the Silicon Valley flex nobody's asking enough questions about: burning tokens as a workplace KPI. Is maxing your token usage a signal of genuine AI-first thinking — or just a new way to...

Episode #47
Dan, Toby, and Chmiel are joined by Carlos "Mare139" Rodriguez — OG ON_Discourse member, graffiti pioneer, fine artist, and cultural theorist — to dig into the question that lit up the ON_Discourse WhatsApp group: when...

Episode #46
In this episode, Dan, Toby, and Chmiel try to explain what it actually feels like when AI stops being a tool you use in isolation and starts being the connective tissue of how a team works together. The conversation...

Episode #45
Dan, Toby, and Chmiel confront a hard truth: a listener reached out last week and said they were completely lost. So this week, the trio tries to strip away the gobbledygook and explain — in plain language — what...

Episode #44
Dan, Toby, and Chmiel pick up where last week's LSD-level excitement left off — except now they're burned out. After a frenetic week building with their AI agent DOMA, the Domain co-founders are processing what it means...

Episode #43
Dan, Toby, and Chmiel are still processing the implications of last week's conversation with Sam and the rollout of OpenClaw — and why it's changing the way they think about the web. This week, the team reveals what...

Episode #42
Dan, Toby, and Chmiel welcome Sam Broe, career technologist and architect of (domain), to unpack why Claude Code and the open-source project Claudebot (now OpenClaw) represent something far bigger than a better coding...

Episode #41
Dan, Toby, and Chmiel reunite after a long January to unpack what happened when ON_Discourse members went hands-on with Moltbot (formerly Claudebot, now OpenClaw) — an open-source AI agent with full shell access to your...

Episode #40
Dr. Ami Bhatt—practicing cardiologist, chief innovation officer, and chair of the FDA's digital health committee—joins Toby and a group of ON_Discourse members who to talk (privately) about what AI can and can't do in...

Episode #39
Toby sits down with Segun Oduolowu—journalist, media veteran, and executive communications coach—at CES to talk about what AI is doing to communication, editorial judgment, and slop. Segun has worked across CNN, network...

Episode #38
Our first podcast in 2026 is a joint episode. Toby and Dan join Matt Britton, host of the Speed of Culture podcast and CEO of Suzy, at CES to debate who wins when everyone can make. They clash on how fast AI is actually...

Episode #37
Dan, Toby, and Chmiel end the year by flipping the script. After letting Dan respond to everyone else's provocations in a previous episode, this time Toby and Chmiel throw Dan's hottest takes, weirdest perspectives, and...

Episode #36
Dan, Toby, and Chmiel invite two last-minute guests with competing perspectives about the future of IP and AI. On one side is Craig Elimeliah, Chief Creative Officer at Code and Theory who wrote a provocative LinkedIn...

Episode #35
Dan, Toby, and Chmiel break down their 3rd annual Provocations Not Predictions event, where ON_Discourse members submit their most challenging questions for the year ahead. In this episode, they debate whether AI will...

Episode #34
We are broadcasting Toby’s panel at Web Summit in Lisbon, featuring Dan and Don McGuire, CMO of Qualcomm. Don and Dan think the future of marketing is "human-led, technology-powered.” Behind that concept is a new...
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