A private one-on-one working session with Ashleigh Day, CPA
Bring one life decision. Leave with the numbers that matter and your next three moves in writing.
In 75 minutes, we pressure-test a career, family, relocation, sabbatical, or lower-income decision. Your one-page Decision Brief arrives within three business days, with one 20-minute follow-up available within 14 days.
Request a fit check$495 pilot75 minutesOne-page brief within three business days
Straight talk first
This is paid decision work, not a disguised sales call.
You are paying for a useful standalone answer and a written next-step plan. No larger engagement is required.
This is not comprehensive financial planning, investment management, tax-return preparation, legal advice, or a promise that a risky choice becomes safe. The job is to make the trade-offs visible enough for you to decide.
Bring one consequential question
The session works best when the decision has a verb.
Leave. Pause. Move. Stay. Downshift. The narrower the decision, the more useful the brief can be.
- Leave, pause, or reduce work
- Move your family or stay where you are
- Plan a sabbatical or a lower-income year
- Change childcare or caregiving arrangements
- Choose between two career paths
- Set the cash threshold that makes a change possible
What you actually get
The useful work starts before the call and continues after it.
- 01
Before
Your decision and context, read beforehand.
You complete a focused intake. I review the choice, the numbers you have, and the places you feel uncertain so the call does not begin with a long recap.
- 02
During
A private 75-minute working session.
We separate facts from assumptions, compare the realistic options, and test both the base case and an uncomfortable case.
- 03
Within three business days
Your one-page Decision Brief.
You receive the decision, relevant numbers, assumptions, risks, and three prioritized next moves in plain English.
- 04
Within 14 days
One 20-minute follow-up.
Use it after the brief has met your real life: clarify an assumption, test a development, or decide what belongs with another professional.
No larger engagement required.
Fit before payment
I will not force a session around the wrong problem.
Start with a short fit check. If the question cannot be responsibly addressed in this format, I will say so before you pay and suggest a more appropriate next step when I can identify one.
Short fit request
Tell me the decision in a few sentences.
I will reply by email, usually within two business days, to confirm whether this is the right format before sending any payment or scheduling link.
Who is on the other side
I know the difference between a spreadsheet answer and a decision you can live with.
I am a Washington-licensed CPA with seventeen years in corporate finance. In 2022, I left that career and moved my family abroad. Breaking Free grew from doing the honest math on money, time, fear, and the life we were actually trying to build.
I bring the same financial discipline I used managing treasury and tax work across roughly $3 billion of real estate to decisions where family, identity, and uncertainty matter just as much as the number.
This is for you if
- You have one live decision with real financial trade-offs.
- You want assumptions challenged, not merely validated.
- You are willing to name what time, energy, and family impact are worth.
- You want a concrete next step without committing to a larger engagement.
This is not for you if
- You need investment recommendations, tax preparation, legal advice, or comprehensive financial planning.
- You want a guarantee that a particular choice will work.
- You need several unrelated decisions solved in one session.
- You are deciding for a business rather than a household. Start here instead.
Before you book
Questions about one decision.
- Do my numbers need to be organized?
- No. Bring what you have. The intake identifies what is known, what is estimated, and what needs to be tested.
- Do I need to share sensitive documents?
- Not by ordinary email. We begin with the decision and a short intake. Any documents needed are handled through an agreed secure method.
- What if I still need more work afterward?
- Your brief will separate what you can do next from what may require another professional. You decide whether to continue with me, take it elsewhere, or do it yourself.
- What happens after the fit check?
- If the question fits, you receive the payment and scheduling link plus the focused intake. I review it before our session so we can begin with the decision itself.
Stop carrying the whole decision in your head
Bring the choice. Leave with the next three moves in writing.
75 minutes. One-page Decision Brief within three business days. One 20-minute follow-up within 14 days. $495 pilot.
Scope: Educational financial decision support. Not comprehensive financial planning, investment advice, securities recommendations, tax-return preparation, legal advice, or assurance services. Verify current tax, legal, benefits, and investment implications with the appropriate licensed professional before acting. Full disclosure.