Signed in as:
filler@godaddy.com
Signed in as:
filler@godaddy.com
Book a Fit Call
A two-hour financial coaching session that simplifies your month and points you to the right program—credit included.

Four weeks to cash‑flow calm.
Reset your month and cut 2–3 “silent fees.”

Turn wins into ROI stories and follow‑through—for a raise, transition, or leadership clarity.

Living Abroad 101 — education‑first planning: visa path types, tax residency vs. residency, healthcare abroad, and re‑entry/long‑term care considerations.

Best for: quick clarity, immediate wins, new budgeters, or jumping back in after a hectic season. Also great if you want a low-risk start before choosing a longer program.
You’ll leave with: a one-page Money Map, 2–3 expenses trimmed (or renegotiations started), a simple weekly caps plan, and one 7-day action you can take right away.
You get (in 2 hours):
Cadence:
Fit if: you want traction this week without a long program, or you’re deciding whether to do Sprint/Foundations/Momentum/Expat Launch and want proof first.
Not a fit if: you need career or transition coaching (see Momentum 90), multi-week habit installation (Foundations 90), or expat feasibility planning (Expat Money Launch).
Flat fee: $250 — credits to any program within 14 days.

Best for: quick reset, immediate wins, new budgeters, or coming back after a hectic season.
You’ll leave with: a one-page monthly snapshot, 2–3 fee cuts, and a simple weekly loop you can keep running.
You get (over 4 weeks):
Cadence:
Fit if: you want traction this month without a long program.
Not a fit if: you need career/transition coaching—see Momentum 90.
Flat fee option (save up to 10%): $789 (covers up to 5 hours over 4 weeks; additional time $175/hr).
Breakthrough $250 credit applies within 14 days.

Best for: habit build + safety; you want a durable system, not a one‑off reset.
You’ll leave with: debt/asset rules, a funded buffer plan, and a weekly tracker you actually use.
You get (over 90 days):
Cadence:
Fit if: you want consistency and less money noise day‑to‑day.
Not a fit if: you’re planning a cross‑border move soon—see Expat Money Launch.
Flat fee option (save up to 10%): $1,575 (covers up to 10 hours over 90 days; additional time $175/hr).
Breakthrough $250 credit applies within 14 days.

Best for: raises/offer prep, job change, or leadership clarity.
You’ll leave with: a story bank (wins → numbers), negotiation prep, and follow‑through that sticks.
You get (over 90 days):
Cadence:
Fit if: you want your money decisions to support a move you’re making at work.
Not a fit if: you only need a one‑time tune‑up—start with Breakthrough 120.
Flat fee option (save up to 10%): $1,890 (covers up to 12 hours over 90 days; additional time $175/hr).
Breakthrough $250 credit applies within 14 days.

Best for: exploring a move abroad or testing feasibility within a clear time window.
You’ll leave with: a one‑page Living Abroad 101 Roadmap (visa path types snapshot, U.S. tax‑tie overview, healthcare notes) plus a Country Comparison Scorecard and Re‑entry/Long‑Term Care checklist. Deliverables:
Cadence:
Fit if: you want education‑first clarity before you move.
Not a fit if: you need ongoing household habit work—see Foundations 90.
Flat fee option (save up to 10%): $1,890 (covers up to 12 hours over 6–12 weeks; additional time $175/hr). Breakthrough $250 credit applies within 14 days.

• Money Map QuickStart • 2 micro‑scripts • recap email within 2 business days.
Credit: $250 credits to any program within 14 days.
Fast chooser:
Please reach us at brad@keepaskinghow.com if you cannot find an answer to your question.
No—I’m a financial coach and attorney. This is educational coaching, not legal, tax, or investment advice. When specialized advice is needed, we help you prepare questions and can provide neutral referrals (no compensation received).
No—we focus on clarity, cash‑flow, fees, benefits, and decisions you control.
Yes—Money Map QuickStart, trackers, scripts, and recap notes are included.
Book a Fit Call or try Breakthrough 120—it’s $250 and fully credits to any program within 14 days.
Flexible—just ask in your Fit Call.
Therapy heals the “why.” Planning optimizes the “what.” Coaching gets the “how” done. We turn confusion into two small moves you’ll take this week, then we track proof you can see—cash-flow, buffer growth, and fewer fees. When a topic needs clinical, legal, tax, or investment expertise, we loop in the right pro and keep you moving.
I’m an attorney with a background in international/retirement matters who now works as a financial coach. In coaching, I operate outside the practice of law and do not provide legal, tax, or investment advice. If legal work is appropriate, I’ll say so and offer to handle it under a separate written engagement or refer you to another qualified professional. Staying in my lane is part of doing this work responsibly.
I help you get clear on cash-flow, cut “silent fees,” use your benefits well, and make decisions you’ll keep. This is educational coaching—not legal, tax, or investment advice. When specialized advice is needed, I’ll help you prepare questions and connect you with neutral referrals (I don’t take referral fees).
If a question crosses into a regulated area, I’ll flag it, pause, and help you talk to the right professional—often with a one-page brief so your time (and money) is used well.
Educational coaching only—no legal, tax, or investment advice. No attorney‑client relationship is formed through this site or coaching. When specialized advice is needed, we help you prepare questions and can provide neutral referral options (no compensation received).