Agentic VC Dojo · Monthly All-Hands · 2026-05-27
From Yes to Win
You know you want to do this deal. Full body yes. What's between you and the wire transfer?
The frame
Whatever sourcing, triage, and personal due diligence you did, it's done. You're a full-body yes. Now what?
Three breakout tracks. Each starts at the same place — personal conviction — and forks by which wall you actually hit next. Pick the track closest to your operating reality.
Three tracks
Five questions, every track
- Q1
What would you do if you had all the time and help you needed — and what do you actually do today, given constraints?
Current state vs. ideal state. The honest gap at the workflow level.
- Q2
What could AI tools / agents do to move you from status quo toward ideal? What's the agent's job description? What are the musts vs. the wants?
Designing the agent. 'Musts' force ranking — wants are nice-to-haves that surface only if musts are met.
- Q3
Has anyone here — or anyone you know — had a real breakthrough? What is it? What known tools might do this well?
Evidence and prior art. Surface what the room already knows so the dojo doesn't reinvent it.
- Q4
Where's the gap between effective and what's possible with your current toolkit and setup?
Personal honest audit. What you have vs. what you'd need to take the next step.
- Q5
Between now and the last Wednesday in June (June 24), are you willing AND able to dig into this deeper — or do you just want to hear back?
Self-sort, not group discussion. Captured in the closing live poll — splits the room into a doer cohort and an audience cohort, both legitimate.
What each group brings back
Same shape across all three tracks. 90 seconds at the end, fill it out together. Same shape across all groups makes the report-backs land cleanly and lets us publish the artifacts as proposed projects.
Host script — the Q5 moment
Spoken after the report-backs, before closing remarks. The Q5 poll runs here in the room — not in the breakout discussion. It splits the room into a doer cohort and an audience cohort, both legitimate.
[After the last group's report-back, audience settled]
Okay — we've heard from each group. You've each sketched a workflow, a tool, a metric, and an ask. Now I'm going to put one question in front of you.
The last Wednesday in June is June 24. That's our next monthly all-hands. Between now and then is four weeks. The question is honest, no judgment either way:
Are you willing and able to make time to dig into what your group sketched — or do you want to hear back at the next session?
Both answers are real answers. "Hear back" is not opting out — it's opting into the audience, which keeps you in the loop and lets you pick a deeper slot when the timing's right.
The poll has two options. Pick the honest one.
[Open Poll 4 — Boolean]
[Results display]
If you picked option one — willing and able — you're our June 24 cohort. We'll put one shared surface in front of you in the next 48 hours, and one named 30-minute check-in roughly two weeks from now. That's it. No standing meetings, no overhead. You show up, you dig in, you bring something to demo or something stuck.
If you picked option two — we'll see you on the 24th. The June session will be built around what this cohort has surfaced. You'll see the results, not have to make them.
Either way — thank you for being in the room. This is how the dojo gets sharper. See you on June 24.
The 4-week coordination spine
Between May 27 and June 24 is where dojos die. Bare minimum to keep the doer cohort alive:
- One named check-in. 30-minute Zoom in week 2 or 3 (June 10 or 17). Low-stakes. Put it on the calendar before the May 27 session ends.
- One async surface. Pick one — Slack channel, shared doc, or a per-track entry under
/working-groups/active. Don't proliferate. - A convener per track — not Michael. One of the doers per track owns the check-in. This is also how June 24's spotlight presenters self-select.