Grow/Keep/Kill on Cairn programs and the AI-first sequencing call
Session three moved from vision to operating plan. The board adopted a Grow / Keep / Kill framework for the Cairn Project's five program streams (kill nothing), named First 50K Sisterhood and Rim-to-Rim as the growth bets, and accepted Sunny's argument that AI infrastructure has to be built first — it's what unlocks Angie's capacity, marketing, donor funnels, and replicable scholarship landing pages. The session also locked in the LOWA TransAlpine scholarship structure (~$45K, 12 recipients, embedded inside Summit Scholarship), deferred the She Jumps Alpine Finishing School partnership pending an end-of-night recommendation, and surfaced an integrated website / comms rebuild with an end-of-September deadline tied to the film-festival visibility wave.
Key insights
- Program prioritization framework: Board adopted Grow / Keep / Kill — Grow: First 50K Sisterhood and Rim-to-Rim / group adventure fundraisers; Keep as-is: Trailblazers, See Her Outside, Grit Lit; Kill: nothing. Justine reframed the original 1–5 ranking into this structure.
- AI is the unlock, not a parallel workstream. Sunny has ~10 focused business days near-term, then is largely out until first week of August; meaningful capacity returns in fall; late-May through mid-August 2027 he is off-grid on a 10-week expedition. "In order to unlock any of the things we've talked about… I have to focus on AI infrastructure first."
- Angie is the single point of failure on growth. First 50K, Rim-to-Rim, the podcast, and parts of the Grand Canyon all route through her. Lisa surfaced retention risk; consensus was that compensation follows revenue growth — the ~$50K surplus stays as buffer, not converted to raises now. "Paying Angie more is not going to make her more productive."
- LOWA TransAlpine scholarship locked in: 12 recipients, LOWA covers ~$45K of trip cost plus a program-administration fee; a Chamonix / Cosmex climbing component is still being scoped. Trek lands June/July 2027 — exactly when Sunny is off-grid. Embedded inside the global Summit Scholarship, not a separate LOWA-branded track. Ulf: "I want this embedded in your organization."
- LOWA / Fjällräven competitive backstory: LOWA is uncomfortable with Fjällräven because Hanwag (Fjällräven sister brand under Fenix) was founded by Lawrence Wagner's brother Hans. Sunny told LOWA he'd discuss dropping Fjällräven if they replaced the revenue; LOWA hasn't raised it since. Intent is to keep both.
- Title IX is the #1 brand cultivation target. Came in last-minute with $5K plus First 50K attire and is actively expanding women's activations. Sunny submitted a bigger partnership pitch (no movement yet). Explicit guardrail: avoid the year-one Fjällräven trap of "gave money, gave gear, then went quiet" by holding regular meetings.
- Deuter is target #2. Has shipped product from US and Europe; marketing team interested in joint storytelling. Title IX + Deuter are the two brand-development priorities Sunny personally carries over the next 18–24 months.
- Anchor-then-add-on partnership model. Brand partners cannot absorb a fully bundled pitch. Each gets anchored in one program first, then offered an "add-on menu." Angie and Sunny have been running separate Title IX conversations — recognized as a tension to manage rather than forcibly merged.
- New events on the calendar. Cactus to Clouds (Joshua Tree / Palm Springs area) as a winter activation — declared "the bullseye" by the group; Timberline Trail circumnavigation (PNW, September, ~2 days, self-issued Mount Hood wilderness permit) as next year's PNW addition; Grand Canyon Rim-to-River-to-Rim (March) kept as recurring. Path-of-least-resistance principle drove these picks.
- Comms rebuild deadline — end of September. Film-festival traffic will land on the Summit Scholarship site; the Cairn Project ↔ Summit Scholarship ↔ GEA Alliance funnel must be in place before that visibility wave. Primary CTAs for new visitors: newsletter signup, become a Trailblazer, or donate at the GEA Alliance level — not direct scholarship funding.
- "Outdoor education" framing tested. Justine flagged that justifying funding for an adventure trip in 10 words is hard. Group agreed NOLS / Outward Bound-adjacent outdoor-education language travels better than the "luxury experience" perception, without overclaiming.
- She Jumps Alpine Finishing School — deferred. Free ski-mountaineering spot, no cost to GEA, visibility upside. Lisa and Alison flagged hesitation: She Jumps may benefit more from the visibility, may compete for donors and Trailblazers, and their charitable-impact transparency is unclear. Sunny will dig into their recent reports and bring a recommendation back same evening.
- Financial baseline: ~$170K cash in last year; ~$50K surplus; sufficient runway through year-end at current staffing. Stated four-year goal: grow from $170K to ~$900K. TEW Foundation just approved a repeat $30K grant (via Alison's Seattle family-foundation connection).
- Donor-impact mechanic explored, then narrowed. Group floated a United-Way-style per-scholarship progress bar; concern raised about a "popularity contest" disadvantaging less-photogenic destinations. Landed on a simpler "$5K / $10K / $15K scholarships funded" tally.
Action items
- EDBuild the AI infrastructure layer before any program-specific connectors — explicit bottleneck.
- EDPromote Rim-to-Rim (October 10) — currently zero sign-ups due to deferred promotion.
- EDOnboard Angie onto AI tools to shift her from manual execution to strategy and planning.
- ED + Roxy + AngieComplete the integrated website / comms overhaul connecting Cairn Project, GEA Alliance, and Summit Scholarship — deadline end of September.
- BoardResearch directors & officers insurance — group fundraiser events create exposure even where no money changes hands.
- EDReview She Jumps' recent reports and return with a recommendation on the Alpine Finishing School partnership before end of night.
- EDCultivate Title IX as the top brand priority — schedule regular meetings to avoid the year-one Fjällräven drop-off pattern.
- Angie + EDPlan Cactus to Clouds (Joshua Tree / Palm Springs area) as the winter fundraiser.
- Angie + EDPlan Timberline Trail circumnavigation (PNW, September 2027) as next year's PNW addition.
- EDDevelop clearer donation messaging and a funnel routing Summit Scholarship visitors into the GEA Alliance / Cairn Project.
- EDSell 500 copies of the Women of Mountaineering Calendar using AI-assisted marketing.
- Future sessionResolve who represents Summit Scholarship on the TransAlpine trek in June/July 2027 (ED off-grid).
Sunny on the AI-first sequencing
I cannot get the entire infrastructure built. There's stuff I can do now, and a whole bunch of stuff I'll be able to do in August or September. The number one thing I'd like to do is think about which programs we want, not how to pay for them — and with that, take a look at where the money will go, and how much we can make available to compensate the people doing the work. We can't put the cart before the horse.
Source: Cairn Project Strategy Session: Programs, Partnerships & AI Roadmap · Notion meeting notes