• Home
  • Book A call
  • Services
  • Who I Help
    • Who I Help
    • Retirees
    • Life Changes
    • Leaders and managers
    • LGBTQ+ Professionals
    • LGBTQ+ Retirees
    • Expat Curious
  • Resources + Columns
    • Resources
    • Latest Insights
    • MoneyTawk!
    • Ripcord Reading List
    • Reinvention in Retirement
    • Expat Curiosity
    • Dr Tax Refund
    • Scholarships & Fellowship
  • About Us
  • Disclaimers
  • More
    • Home
    • Book A call
    • Services
    • Who I Help
      • Who I Help
      • Retirees
      • Life Changes
      • Leaders and managers
      • LGBTQ+ Professionals
      • LGBTQ+ Retirees
      • Expat Curious
    • Resources + Columns
      • Resources
      • Latest Insights
      • MoneyTawk!
      • Ripcord Reading List
      • Reinvention in Retirement
      • Expat Curiosity
      • Dr Tax Refund
      • Scholarships & Fellowship
    • About Us
    • Disclaimers
  • Sign In
  • Create Account

  • Bookings
  • My Account
  • Signed in as:

  • filler@godaddy.com


  • Bookings
  • My Account
  • Sign out

Signed in as:

filler@godaddy.com

  • Home
  • Book A call
  • Services
  • Who I Help
    • Who I Help
    • Retirees
    • Life Changes
    • Leaders and managers
    • LGBTQ+ Professionals
    • LGBTQ+ Retirees
    • Expat Curious
  • Resources + Columns
    • Resources
    • Latest Insights
    • MoneyTawk!
    • Ripcord Reading List
    • Reinvention in Retirement
    • Expat Curiosity
    • Dr Tax Refund
    • Scholarships & Fellowship
  • About Us
  • Disclaimers

Account


  • Bookings
  • My Account
  • Sign out


  • Sign In
  • Bookings
  • My Account

Money clarity, human first.®

Money clarity, human first.®Money clarity, human first.®Money clarity, human first.®

Keep Asking How™

Keep Asking How™Keep Asking How™
Brad Biren coaching retirees understanding their options reinvention and change with keep asking how
Book A Fit Call
Try a 2‑Hour Breakthrough Session!

Who We Help

Choose Your Journey!
RetirementLife ChangesLGBTQ + WorkingLGBTQ + RetirementLeaders and ManagersExpat Curiosity

Programs

Momentum 120

Financial Foundations 90

Money Map Sprint

group of women financially secure to pay for dinner out as professionals and friends with Brad Biren

  • One-page Money Map
  • 2–3 expenses trimmed (or renegotiations started)
  • One 7-day action you can take right away. 
  • And more!

start here

Money Map Sprint

Financial Foundations 90

Money Map Sprint

This woman is excited to start financial coaching with Keep Asking How!

  • Reset cash flow and cut friction fast 
  • Quick wins with benefits (FSA/HSA/401(k)) 
  • A 30‑day loop you can keep running 
  • And more!

Start the Sprint

Financial Foundations 90

Financial Foundations 90

Financial Foundations 90

Senior woman is happy about getting financial coaching using the keep asking how method.

  • Debt/asset plan with simple rules 
  • Build a real emergency buffer 
  • A weekly assessment for new opportunities
  • And more!

Begin Foundations

Momentum 90

Expat Money Launch

Financial Foundations 90

Two professionals are excited to start financial coaching using momentum 90 through keep asking how

  • Turn wins into clear narratives 
  • Prep for comp/raise/transitions 
  • Follow‑through that sticks
  • And more!

Start Momentum

Expat Money Launch

Expat Money Launch

Expat Money Launch

vibrant seniors are happy their financial coach brad biren helped them move abroad in retirement

  • Living Abroad 101 Roadmap (one page) — visa path types (education only), tax‑tie overview, healthcare & insurance questions, and re‑entry/LTC checklist.
  • Country Comparison Scorecard 
  • Healthcare & Insurance Questions Pack

Start Expat Plan

What is a Starter Session?

A low‑friction start; turn fear into one calm move. Credits $250 to any program within 14 days.

Latina is excited for financial coaching with brad biren and is telling her friend about the results

A simple way to see your month at a glance—and where the calm can come from.

Begin Foundations

Keep Asking How Mantras And Pillars

Financial Coaching With Heart

Mantras: Small moves beat grand plans • Add calm • A purpose budget makes money feel like yours again 

Pillars: Clarity • Friction Cuts • Resilience • Advocacy • Proof

From The Columns

Moneytawk

Reinvention in Retirement

Reinvention in Retirement

Young family is saving money together after reading Moneytawk blog on financial coaching

Quick wins and hat tricks

MoneyTawk Blog

Reinvention in Retirement

Reinvention in Retirement

Reinvention in Retirement

vibrant seniors excited to play pickleball together after financial coaching with brad biren

Purpose budgets, fee cuts, calm cash‑flow

Reinvention in retirement

Expat Curiosity

Reinvention in Retirement

Expat Curiosity

vibrant african american senior female is smiling living abroad after financial coaching

First‑month setup, banking/FX, insurance abroad

Expat Curiosity Blog

Subscribe

Sign up to hear from us about specials, sales, and events.

General Disclaimer

Educational coaching focuses on personal growth and leadership development—no legal, tax, or investment advice is provided. This site or coaching does not establish an attorney‑client relationship. When specialized advice is necessary, we assist you in preparing questions and can offer neutral referral options (no compensation received), helping you build resilience for your future, including considerations for retirement and enhancing your public speaking skills.

Find out more

Copyright © 2025 Keep Asking How - All Rights Reserved.

Powered by

  • Home
  • Book A call
  • Services
  • Scholarships & Fellowship
  • About Us
  • Disclaimers

This website uses cookies.

We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.

DeclineAccept