OOS LIVE

Optimist Versus Optimist

Every month. Two senior leaders. Two beliefs from the OOS framework. A structured debate, moderated by Mike Litman, open for the audience to vote in real time. Free to attend.

Each session is built around two adjacent OOS beliefs that appear to be in tension. Two guests -- both senior, both constructive -- take one belief each and defend it as the more important operating orientation for the current moment.

The audience votes on which belief they find more compelling at the start, halfway through, and at the end. The shift in votes is the data. Mike moderates, asks the questions the audience wants answered, and closes with a synthesis.

No slides. No pitching. A room full of people who are trying to build something and want to think harder.

FORMAT: 45 minutes total  |  5 min setup  |  15 min opening positions  |  15 min cross-examination (Mike)  |  10 min audience Q+A  |  Final vote

Session 01 – June 2026

Belief 07 vs Belief 03: Signal over noise vs Future literacy is essential

"Is the answer to information overload to read less or to read better?"

Guests TBC — Register for first notification

Session 02 – July 2026

Belief 08 vs Belief 09: Progress is iterative vs Confidence compounds

"Do you ship first and build confidence, or build confidence and then ship?"

Guests TBC

Session 03 – August 2026

Belief 01 vs Belief 04: Optimism is a skill vs Optimism = realism + imagination

"Is optimism something you practise, or something you construct from two other things?"

Guests TBC


The audience for each session is capped at 50 to maintain the quality of the live vote. Priority access: OOS Annual members, Belief of the Week subscribers, and previous session attendees.

Each session is capped at 50 attendees. Sessions are free. Priority registration opens first to existing OOS community members.

Each session is recorded and the recording sent to attendees within 24 hours. The clip reel -- five best moments, 2 minutes -- is published publicly. Full transcript published at mikelitman.me/oos-live/session-01 (launching after Session 01).

"The beliefs worth holding are the ones that survive a room full of smart people trying to beat them."

Register for Session 01