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AI Partnership Proposal

The proposal sent to Jamie and Beth on October 8, 2026, and accepted on October 12 for three months.

What I Heard

Jamie

You want to stay a small team. It’s why you use AI in the first place.

Beth

You’re the CEO with no assistant, and the chief of staff tool keeps stalling.

What I See

Launches interrupt projects, tools keep changing, and nothing shared sits underneath. I’d fix the shared context first.

Each new tool starts from zero. It doesn’t know your voice, your curriculum, your launch calendar or what Beth promised on yesterday’s Zoom, so someone feeds it all again.

With the context in one shared place, a new model reads the same files, and your voice, curriculum and history are already there.

Animation of how shared context, skills and tools connect
How context, skills and tools connect

Obsidian works for one person and lives on that person’s computer. A team of eleven needs a shared place with permissions, so every Claude account on your Teams plan reads the same source. There are a few options we can explore, with Notion as one example.

How We Work Together

You choose one of three modes for each project.

ModeWhat I doWhat you doGood for
I build, you checkBuild it, show you an early version, finish it, hand it overReview the early version and the finished toolTools you need working but don’t need to shape
We shape it, I buildBrainstorm with you, ship a first version, iterate, train you on itBring the idea and react to each versionTools you’ll use daily, like the chief of staff
You build, I supportAnswer questions, unblock you, review your workBuild itSmall tools your team wants to own

Every tool ends with a handover, a short walkthrough and a named owner on your team, usually Scott for anything technical. When something breaks, someone in-house knows where to look.

The First 30 Days

Suggested.

  1. Context plan. I map what lives in OneDrive, Google Drive, monday.com, Slack, Cloudflare and Claude Teams, decide with you what the shared brain holds, and connect every team member’s Claude to it. monday.com stays.
  2. Jamie’s skill pack. Your voice, messaging and marketing skills come out of your account, get backed up and get versioned. You update once and everyone has it.
  3. Beth’s chief of staff. A first working version on the shared context. If a better tool ships, I carry the context over and check the new version does the job. Mode: we shape it, I build.
  4. Bot library scoping. We pick the first three bots and start the catalog they read from: every resource with its grade, standards and description. Katie and Erin asked for a catalog like this, and Amanda’s tagging and refresh ideas and Nikki’s standards checker would use it too.
  5. Project board. All 30 ideas from your team’s list, grouped by what they need, prioritized with you two, with a status everyone sees.

The Project Hub

Every project with its status, owner and mode in one view, next to the shared context your AI reads. Open the demo hub.

This is just to track everything we are working on. I typically use Notion for this, but if you prefer keeping it somewhere else, happy to do that too.

If you decide to go with Notion for your full context layer, we would bundle it in. We could also probably merge monday.com into it if the team isn’t a big fan of the current setup.

The Retainer

$6,000 a month

Includes

Large builds, like a new app or the full bot library with paywall and checkout, get quoted separately before I start. Everything else we discussed fits inside this.

What You Can Count On