Tax Planning

A proactive, audit‑ready approach that lowers lifetime taxes using simple moves on a calendar.

What is Tax Planning?

For retirees / nearing retirement

What to expect

How this works (plain English)

  • Projections first. See the year before it happens.
  • Choose the levers. Compensation, plans, gifts, harvesting, conversions—picked for your bracket and cash flow.
  • Put it on a calendar. Q1–Q4 tasks replace last‑minute guesses.
  • Execute and document. Keep a small binder/folder so April takes minutes, not days.
  • Adjust as needed. Mid‑year and Q4 check‑ins capture life and business changes.

Retiree playbook (55+)

  • Roth conversion window in lower‑tax years before RMDs; maintain IRMAA awareness.
  • RMD strategy with QCDs (70½+) for tax‑efficient giving.
  • Social Security timing integrated with portfolio withdrawals and survivor benefits.
  • Capital‑gains management using harvest bands; use the 0%/15% brackets when available.
  • Healthcare planning around MAGI (ACA and Medicare tiers).

Deliverables

  • Annual Tax Moves Calendar (owner and retiree versions)
  • Quarterly projections with bracket and IRMAA guardrails
  • Entity & compensation review (owners)
  • Roth/withdrawal game plan (owners post‑exit & retirees)
  • Charitable giving playbook (DAF/QCD timing)
  • Audit‑Ready Documentation Checklist

FAQs

How can I lower my taxes in retirement?

Smart timing matters. Coordinating withdrawals between taxable, tax-deferred, and tax-free accounts can reduce your lifetime tax bill. A good plan balances income so you stay in lower brackets, while keeping Medicare premiums and Social Security taxes in check.

Once you reach age 73 (as of 2025), the IRS requires annual withdrawals called Required Minimum Distributions (RMDs). Taking too little means a hefty penalty. Taking too much can bump you into a higher tax bracket. Planning withdrawals before 73 can smooth out taxes over time.

A Roth conversion moves money from a traditional IRA into a Roth IRA — paying taxes now to enjoy tax-free growth later. It’s not for everyone, but for many retirees in lower tax years (like before RMDs begin), it’s a strategic move that can save thousands long term.

They can be. Up to 85% of benefits may be taxable depending on your total income. Smart coordination of withdrawals, Roth conversions, and other income sources can help keep more of your benefit in your pocket — not the IRS’s.

It depends on your tax bracket, RMD timing, and income needs. Many retirees benefit from a “tax-efficient withdrawal strategy” that blends different accounts each year to minimize overall taxes.

Ready to lower lifetime taxes with a clear, audit ready plan?

Would you like to schedule?

Sean Williams

PRINCIPAL AND LEAD ADVISOR

With whom would you like to schedule?

Sean Williams

PRINCIPAL AND LEAD ADVISOR

Nick O’Kelly

DIRECTOR OF FINANCIAL PLANNING AND LEAD ADVISOR