The problem is reload cost.
Connor is not dealing with one problem called social.
He is being asked to switch between live selling, events, DMs, artist/community judgment, site truth, shipping promises, holiday sales, and internal follow-up. The retreat should not invent a grand strategy. It should remove work from Connor's head and choose one small sprint.
Working sentence: protect the weirdness; reduce the reload cost; do one useful sprint.
What is grounded enough to use.
Do not fake certainty here.
Event reality
- actual revenue, costs, and goal type
- products brought, sold, and asked about
- contacts, proof, photos, and follow-up owed
- what exactly made the role/focus situation hard
Operating reality
- next 3-5 real events
- holiday products to push, protect, or avoid promising
- shipping and handling constraints
- Whatnot exports or manual readback
- what support feels relieving vs. intrusive
Separate judgment from scaffolding.
Connor / Mad keep
- artist and product taste
- brand voice and public posture
- pricing, discounts, and customer promises
- relationship warmth or distance
- final approval on anything public
Garen can scaffold
- event readiness sheet
- role card
- capture sheet and debrief prompts
- DM triage categories
- holiday / shipping checklist
- readback with owners and dates
Next Event + Holiday Readiness Cleanup.
This is the smallest useful sprint because it touches the real pressure without pretending to solve the whole business. It connects event role clarity, product focus, contact/proof capture, holiday promises, shipping risk, and support boundaries.
- Pick the next event.Choose one real upcoming event as the anchor.
- Name the event goal.Sales, proof, contacts, product feedback, partner value, morale, or a mix.
- Write the role card.Who leads, sells, captures proof, handles contacts, and follows up.
- Choose featured products.Include stock notes and what not to promise.
- Make capture simple.Person or handle; what they cared about; product discussed; follow-up owed.
- Draft holiday and shipping truth.Products to push/protect/avoid, handling constraints, promise language.
- Approve the DM rule.Ignore, log, respond, escalate.
How to keep it honest.
Open with pressure.
Ask: what are you tired of having to remember?
Do not make Brad the object.
If Brad is not in the room, talk about the role, not the person.
Do not accept taste delegation.
Say: I can draft, but this one needs you.
Read this back.
We are not deciding Mad Hudson's whole future today. We are choosing the first operating cleanup that makes the next few weeks easier. The Sprint 0 is ____. Connor/Mad own ____. Garen owns ____. We are parking ____. I may be wrong in a few places; tell me where. I will send the readback by ____.
What changed from the prior version
The previous page leaned too hard on outside examples and felt overconfident. This version removes the case-study layer from the main page, uses black-on-white document design, and foregrounds the local facts, unknowns, boundaries, and Sprint 0.
Source backbone
This page is grounded in the local retreat packet, especially local-context-brief.md, data-and-artifacts-brief.md, 01-final-facilitator-packet.md, 03-platform-switchboard.md, 05-sprint-0-recommendations.md, and 07-open-questions-for-connor-and-mad.md.