Our Specialty · Approaching Retirement

The years before retirement can be the most valuable of your financial life.

Roth conversions. Taxable-account design. 0% capital-gains harvesting. A system built around the window that disappears the day you retire — whether retirement is ten years away or one. The more time we have, the more we can do.

The Pre-Retirement Window
From accumulation to income — the highest-leverage decade you'll ever plan.
A repeatable framework, calibrated to your situation.
01 — The Thesis

A great retirement is built in the years before retirement.

Most people first call an advisor the year they retire. By then, the highest-value moves are already off the table. The earlier we start the conversation, the more planning levers are available — but even with one or two years to work with, there is real and meaningful work we can do.

Once you stop earning a W-2, your income drops dramatically — often into a temporary low-tax window before Social Security and Required Minimum Distributions begin.

That window is gold. It's where the best Roth conversions happen, where 0% capital-gains harvesting becomes possible, and where the difference between a good and a great retirement plan is permanently locked in.

But the window is short, and using it well requires positioning that has to start years earlier. That is what we do.

"The earlier the conversation starts, the more we can do — but it is almost never too late. Even a year of intentional positioning can change the trajectory of a 30-year retirement."
— Jack George, CFP®, EA
02 — The System

A repeatable, three-phase framework — calibrated to your tax picture.

The same structural plays, customized to your income, accounts, goals, and timeline. This is the system our pre-retirement clients get hired for.

Phase 1 · 5–10 years out i.

Build the bridge.

We prioritize building taxable investment accounts — the assets that will fund your first years of retirement income before tax-deferred accounts are touched. Done well, this creates the room for everything that follows.

  • Taxable account funding strategy
  • Asset location across account types
  • Equity comp & concentrated stock planning
  • Cash flow & pre-retirement savings sequencing
Phase 2 · 0–7 years in ii.

Use the window.

The early retirement years are an income gap most people never plan for. We use that window deliberately — multi-year Roth conversions and 0% capital-gains harvesting, sized to fill the right brackets without triggering IRMAA surcharges.

  • Roth conversion ladder, year by year
  • 0% capital-gains harvesting
  • Bracket-aware income sequencing
  • IRMAA, ACA, & healthcare planning
Phase 3 · Ongoing iii.

Optimize the income.

Once Social Security and RMDs are on, the strategy shifts to lifetime tax minimization, withdrawal sequencing, and coordination with estate and legacy goals. We manage the portfolio and tax picture in lockstep — every year.

  • Withdrawal & income sequencing
  • Social Security & pension timing
  • RMD & QCD strategy
  • Estate, gifting, & legacy coordination
03 — Signature Plays

A few of the moves we plan for almost every pre-retirement client.

Play i.

The Taxable Bridge

Building the taxable account that funds your first 3–7 years of retirement, so tax-deferred accounts can grow undisturbed and Roth conversion room stays wide open.

Set up: 5–10 years before retirement
Play ii.

The Roth Conversion Ladder

A multi-year sequence of conversions sized to fill low brackets, coordinated with Medicare IRMAA thresholds and Social Security timing. One of the highest-value, least-talked-about moves in retirement.

Executed: years 0–7 of retirement
Play iii.

0% Capital-Gains Harvesting

In low-income years, the federal long-term capital-gains rate is 0% up to a threshold. We harvest gains deliberately — resetting cost basis tax-free and building flexibility for the years ahead.

Executed: low-income years
Play iv.

Social Security Timing

For most couples, the optimal claiming strategy is not 62 and not 70 — it's a coordinated decision modeled against your tax picture, longevity assumptions, and Roth strategy. We model it precisely.

Decided: years 0–8 of retirement
Play v.

RMD & QCD Strategy

Required distributions can push you into higher brackets and higher Medicare premiums. Qualified Charitable Distributions, smoothing, and pre-RMD conversions are the tools we use to manage them.

Active: age 73 onward
Play vi.

Bracket Management Across Decades

Most planners think in tax years. We think in tax decades — sequencing income, gains, conversions, and withdrawals to minimize tax across your entire retirement, not just this April.

Ongoing
Play vii.

Long-Term Care Strategy

The single largest unfunded risk in most retirement plans. We model the three paths — self-insure, traditional LTC, or a hybrid life/LTC policy — against your assets and goals, and implement the right coverage in-house where it fits.

Decided: mid-50s to mid-60s
04 — Is This For You?

Where we add the most value.

You are a strong fit if you...

  • Are within ten years of retirement (or already in it)
  • Have $500,000 or more in investable assets
  • Want a coordinated plan, not just a portfolio
  • Have meaningful pre-tax retirement balances
  • Care about lifetime tax — not just this year's return
  • Would rather delegate to a trusted professional than DIY

We may not be the right fit if you...

  • Are looking for a stock picker or market timer
  • Aren't ready to be a partner in the process — planning only works when both sides stay engaged and the decisions stay implemented
  • Prefer one-time advice with no ongoing relationship
  • Want the cheapest possible all-in solution
  • Are not interested in tax-aware planning
Begin

The window is open.
Let's use it well.

An introductory meeting is free, private, and low-pressure. We'll learn about your situation, talk through the planning window you're in, and decide together if we're the right fit. Most of the highest-value moves are time-sensitive — the earlier we start, the more we can do.

Schedule an Introductory Meeting Or call directly: (724) 872-6311