02 / Peak Earnings
Late-Career Professionals
You have concentrated employer stock, a vesting schedule that runs for another decade, and a retirement date you can see from where you are standing.
The next ten years determine whether the wealth you have built gets efficiently transferred into the next forty years of retirement income, or whether it leaks to taxes you could have planned around.
The complexity lives in the coordination across every decision. Each RSU vesting event has a tax consequence. Each deferred compensation election window opens and closes based on your employment status. Each Roth conversion window opens and closes based on your income level. Each ISO exercise creates an AMT calculation. Each year you delay equity diversification compounds the concentration risk. No single advisor maps all of this against the calendar and coordinates the timing.
The Situations We Coordinate for Executives, Physicians, and Attorneys in This Position
- Multi-year vesting and exercise schedules mapped against the tax planning calendar
- Deferred compensation elections structured to optimize the pre-retirement and retirement income picture together
- Concentrated stock diversification strategies (10b5-1 plans, exchange funds, charitable contributions)
- Roth conversion sequencing across the five to ten years before required minimum distributions begin
- Retirement income sequencing that accounts for the tax reality of all accounts combined, not each account separately
- Healthcare planning for the period between employment and Medicare
Each of these decisions is manageable individually. Making them in the right sequence, with the right timing, coordinated across investment, tax, and insurance, is the work most people do not know to ask for.