Coaching

Retirement Coaching

A mountain path, one step at a time. One-on-one guidance for the transition from full-time work to a meaningful and financially confident second half of life.

Programs

Who I work with

Pre-Retirees

For professionals 3–7 years from the transition. Build clarity on income design, identity, and the first year of life after work.

Newly Retired Professionals

Navigate the disorientation of year one — purpose, relationships, time, and the surprisingly emotional act of spending.

Executive Retirees

Confidential coaching for leaders stepping away from role-based identity, board service, and high-velocity decision-making.

Advisor Referrals

Partner with wealth advisors to deliver the human side of retirement readiness alongside the financial plan.

Approach

Where money meets meaning

The work integrates behavioral finance, life-planning frameworks, and narrative-driven personal discovery. We rethink risk capacity, identity, purpose, and income design — together.

Coaching is unhurried, confidential, and grounded. There is no product to sell, no portfolio to manage. The output is clarity, capability, and a more deliberately designed life.

Testimonials

What clients say

"David helped me see that my anxiety about retirement wasn't about money — it was about meaning. The coaching reframed the whole transition."

Margaret L.
Retired Senior Director, Boston

"We refer our most thoughtful clients to David. He addresses the questions our financial plans can't."

James R., CFP®
Wealth Advisor, RIA in NH

"Calm, smart, and unhurried. Six conversations changed how I think about the next thirty years."

Anonymous Executive
Former CFO, Fortune 500

FAQ

Common questions

"Retirement is not an ending. It's a transition."
Schedule Intro Call