Week 1
Discover
Goals, money history, and the decisions that feel loudest right now.
How it works
The work moves in a clear sequence. You’ll always know what we’re deciding, what comes next, and what you leave with.

Week 1
Goals, money history, and the decisions that feel loudest right now.
Week 2
Every account, document, benefit, and vesting date in one picture.
Weeks 3–5
A written route for cash flow, tax, equity compensation, and investing.
Weeks 6–8
The checklist, executed together—I don’t hand you homework and disappear.
Ongoing
Tax-season syncs, vesting reviews, and scheduled course corrections.
What the calendar looks like
A focused cadence around decisions and useful outputs.
A candid fit check—no preparation needed.
Goals, context, and the decisions creating friction.
Recommendations in small enough pieces to use.
Owners, dates, and the first 90-day action list.
Course corrections around real life and tax dates.
What I need from you
You do not need organized statements, a perfect budget, or a polished set of goals. You do need a willingness to share the whole picture and follow through together.
Even the messy ones
The full household picture
Across the first eight weeks
We will build the system together
Uncertainty is useful context
Plain language is the standard
Process questions
The practical questions that tend to come up first.
Most households reach an implemented first plan in six to eight weeks. Complex equity compensation or a major live transition can add time, but you’ll know the route before we begin.
No. Cairn Planning is based in Boulder and works virtually with clients nationwide, subject to applicable registration requirements.
Yes. With your permission, I can share the relevant plan, questions, and action items so your professionals are working from the same map.
Ongoing clients move into a quarterly planning rhythm with tax and equity-compensation touchpoints scheduled around the dates that matter.
Ready when you are
The first call is free, relaxed, and useful—even if we decide Cairn is not the right fit.
Book a free intro call