Sep 26Sat
Checkpoint 01 · Find the opportunity
Coffee with Carl
Happened. 17 in the room, 8 registered from their seats, 2 Season Passes sold, 4.8 of 5 so far.
GM! Carl · Season 0 · Milwaukee · September to December 2026
Season 0
calendar.
Three checkpoints at Haven, one build challenge, six Skill Labs online, and the deadlines in between. All times Central. Subscribe once and every date lands in your calendar, including the ones we add.
CheckpointSkill LabFree introDeadline
September 2026
SunMonTueWedThuFriSat
October 2026
SunMonTueWedThuFriSat
November 2026
SunMonTueWedThuFriSat
December 2026
SunMonTueWedThuFriSat
September
Sep 30Wed
Side door · online · free · the first one
Skill Lab 1
Bring the job, leave with the file. No charge, no catch.
October
Oct 21Wed
Side door · online · paid · the writing you send to people
Skill Lab 2
Outreach emails, replies, posts, comments.
Oct 22Thu
Build challenge · Cocktails previews
Last day to post your idea for a 90-second slot
Post your idea as a drop in your room. Selected builders get 90 seconds with the room at Cocktails.
Oct 29Thu
Checkpoint 02 · Find the people · presented by Obsrvr · next up
Cocktails with Carl
Builders meet collaborators, mentors and Milwaukee business owners. Selected builders get 90 seconds: what you're making, what you need. Drink menu by OnlyLemon.
We were 17 at Coffee. The goal is 25. Bring one person who builds.
November
Nov 4Wed
Side door · online · free · the intro
Skill Lab · the free intro
Bring a friend who has never written one.
Nov 18Wed
Side door · online · paid · the report you rebuild every time
Skill Lab 3
Pull the numbers, write the note, catch it when the numbers do not add up.
Nov 19Thu
Checkpoint 03 · Build and show the work · pitch day
Coding with Carl · Demo Day
Two lanes by day, then Demo Day. Five minutes to show, three for questions. The community votes in the app. Two $300 Visa cards, one per track, from Red Foundry and Obsrvr. Submission drops must be live before voting opens.
December
Dec 2Wed
Side door · online · free · the intro
Skill Lab · the free intro
Bring a friend who has never written one.
Dec 16Wed
Side door · online · paid · the application you keep retyping
Skill Lab 4
Jobs, internships, proposals: the thing you tailor every single time.
Checkpoints at Haven Cafe, 1201 N Van Buren St · free Creator RSVP · $30 Season Pass holds a seat at all three with the drink menu · Skill Labs are online, first Wednesday free, third Wednesday the lab
Rules and tools: the Field Manual · the Build Challenge Kit · Skill Lab · Season 0
Backed by Haven Cafe · OnlyLemon · Red Foundry · Obsrvr
Rules and tools: the Field Manual · the Build Challenge Kit · Skill Lab · Season 0
Backed by Haven Cafe · OnlyLemon · Red Foundry · Obsrvr