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$250 credits to any program within 14 days.


Retirement changes your money rhythm. We’ll line up Social Security, pensions, annuities and RMD cash‑in/cash‑out with a simple month you can actually run. No complex apps—just one page and two small habits to start.
Session 1: Build your one‑page Money Map; set two weekly caps; schedule the first buffer transfer.
Session 2: Unnecessary Expense Audit — trim 2–3 recurring expenses; add a renegotiation script; note beneficiaries/renewals to review with your advisor/attorney.


Outcome: Quick traction this month—predictable cash‑flow, 2–3 unnecessary expenses trimmed, weekly caps that stick.
Includes: Money Map QuickStart • Weekly caps • 2 micro‑scripts • follow‑up notes.
Cadence: 1×60‑min kickoff + 3×45‑min check‑ins.
Pricing (typical): Hourly $175; most invest 3–5 hours ($525–$875).
Flat fee option (save up to ~10%): $789 (covers up to 5 hours; additional time $175/hr).

Financial Foundations 90 — 90 days
Outcome: Durable habits and safety: a funded buffer, steady weeks, and decisions that feel calm.
Includes: Rules of the Road (debt/asset/benefits) • Buffer plan with auto‑transfers • Weekly tracker (paper or simple sheet) • Quarter‑ahead preview.
Cadence: 1×75‑min start line + bi‑weekly 45‑min sessions (5 total) + light email touchpoints.
Pricing (typical): Hourly $175; most invest 6–10 hours ($1,050–$1,750).
Flat fee option (save up to ~10%): $1,575 (covers up to 10 hours; additional time $175/hr).

Outcome: Align money with purpose—giving plans, part‑time pivots, or board/leadership roles.
Includes: Purpose projects plan • “wins to stories” work • gentle follow‑through cadence.
Cadence: 1×75‑min start line + bi‑weekly 45‑min sessions (5 total).
Pricing (typical): Hourly $175; most invest 8–12 hours ($1,400–$2,100).
Flat fee option (save up to ~10%): $1,890 (covers up to 12 hours; additional time $175/hr).
Considering a move abroad? Pair Money Map Sprint with Expat Money Launch (see Services). We’ll pressure‑test first‑month costs and banking/FX routes before you leap.

All add‑ons are educational coaching. Additional time $175/hr. Neutral referrals available; no referral compensation received.

Please reach us at brad@keepaskinghow.com if you cannot find an answer to your question.
No. We focus on cash‑flow, fees, benefits questions, and decision support. We’ll help you talk with your planner or CPA.
We’ll help you frame questions and fit the cash‑flow into your month; timing advice comes from your planner/CPA.
Yes—shared systems work best.
Hourly $175 or flat fees shown above. Breakthrough 120 is $250 and credits to any program within 14 days.
Yes--use the rescheduling link in your email confirmation
We align Social Security, pensions, annuities, and RMD cash‑in/cash‑out with a simple, predictable month—no complex apps. Then we use a proven coaching approach:
This is educational coaching—not legal, tax, or investment advice. If a topic needs a specialist, we’ll help you prepare questions and connect you with neutral referrals. If legal work is appropriate, it’s handled under a separate written engagement.
Therapy heals the why. Planning optimizes the what. Coaching gets the how done. We turn confusion into two small moves this week, then track proof you can see—cash‑flow, buffer growth, and lower unnecessary spending. When a topic needs clinical, legal, tax, or investment expertise, we help you prepare questions and connect you with neutral referrals (no referral compensation).
Credit note: Your $250 credits to any program within 14 days.
Educational coaching focuses on financial coaching only—no legal, tax, or investment advice is provided. Use of this site or KAH services, does not establish an attorney‑client relationship. When specialized advice is required, we assist you in preparing questions and can offer neutral referral options.