Retiring in 1 to 3 Years? 8 Smart Financial Moves Medical Professionals Should Make Now

medical professional retiring in 1 to 3 years thinking about strategy

If you are a medical professional planning to retire within the next 1 to 3 years, you are in one of the most important financial planning periods of your career.

This is not the time for autopilot.

The final few years before retirement are when seemingly small decisions can have an outsized impact on your taxes, your retirement income, your healthcare costs, and your peace of mind. And for physicians, dentists, pharmacists, and other medical professionals, those decisions are often more complicated than they appear.

Many medical professionals have spent years doing the hard part, earning a strong income, saving diligently, investing consistently, and building substantial retirement assets. But as retirement gets closer, the questions change.

It is no longer just about how much you have accumulated.

Now the focus shifts to questions like these:

  • Will your money support the life you want?

  • How can you reduce unnecessary taxes during the transition?

  • When should you claim Social Security?

  • How should you prepare for Medicare and healthcare costs?

  • Is your portfolio positioned appropriately for retirement income?

  • What financial details need to be cleaned up before your final day of work?

The truth is that retirement is not a single event. It is a financial transition. And the smoother that transition is, the more options you tend to have.

If you are 1 to 3 years away from retirement, here are eight smart moves worth making now.

1. Confirm that you are truly retirement-ready, not just asset-Ready

A high income and a large portfolio can create a false sense of security.

It is easy to assume that because you have accumulated a meaningful nest egg, retirement will naturally work itself out. But retirement success is not determined by account balances alone. What matters is whether your assets can reliably support your desired lifestyle in a tax-efficient way.

For medical professionals, this can be especially important because retirement resources are often spread across multiple account types:

  • 401(k), 403(b), or 457 plans

  • IRAs and Roth IRAs

  • taxable brokerage accounts

  • cash reserves

  • health savings accounts

  • deferred compensation plans

  • pension benefits

  • business or practice interests

Each of those assets may be taxed differently, accessed differently, and used at different times.

This is why a retirement projection should go beyond a net worth snapshot. It should answer more practical questions:

  • How much can you spend each year?

  • How will that spending change over time?

  • What happens if markets are lower early in retirement?

  • How much income will be taxable?

  • How will inflation affect your lifestyle over the next 20 to 30 years?

The goal is not simply to retire. The goal is to retire with confidence.

2. Take a close look at your expected tax picture in the years around retirement

reviewing expected tax picture

For many medical professionals, the last working years are among the highest-income years of their lives. That creates both a challenge and an opportunity.

Without intentional planning, the transition into retirement can trigger unnecessary taxes. The timing of claiming Social Security, Required Minimum Distributions (RMDs), retirement plan distribution, and continuing to work part time can all affect your lifetime tax bill.

That is why tax planning in the final 1 to 3 years matters so much.

Now is the time to evaluate:

  • are maximizing employer retirement plan contributions

  • what about catch-up contributions

  • Should you prioritize Roth or Traditional contributions

  • whether charitable giving strategies make sense

  • whether capital gains should be realized now or later

  • are there any current or future Roth conversion opportunities

Many retirees assume taxes will drop significantly once they stop working. Sometimes they do. Sometimes they do not.

A physician or other high-income professional may still face substantial taxes in retirement because of pretax account balances, pensions, teaching or consulting income, and future required minimum distributions. The earlier you identify those potential pressure points, the more flexibility you may have to address them.

A good tax strategy is not just about this year. It is about the next 10, 20, or even 30 years.

Learn more about how to keep more of what you earn in our previous blog, Smart Year-End Moves for Medical Professionals.

3. Revisit your investment allocation before retirement starts

revisiting investment allocation before retirement

Your portfolio may have served you well during your working years, but the approach that helped you accumulate wealth may not be the same approach that best supports retirement income.

This is one of the biggest planning shifts that happens near retirement.

When you are working, regular paychecks can offset market volatility. When you are retired or close to it, market declines may feel more personal because portfolio withdrawals could soon become part of your income plan.

That does not mean you should suddenly become overly conservative. It does mean your portfolio deserves a fresh review.

Important questions to ask include:

  • Is your overall risk level appropriate for this next phase?

  • Are you too concentrated in certain sectors, funds, or positions?

  • Do you have enough liquidity for near-term spending needs?

  • How will you respond if markets decline right before or just after retirement?

  • Are your accounts positioned efficiently from both an investment and tax perspective?

Medical professionals often do a great job accumulating assets, but sometimes the portfolio has not been reviewed in the context of retirement cash flow. The closer retirement gets, the more important it becomes to think not just about returns, but also about withdrawal strategy and risk management.

4. Start building your retirement paycheck

One of the biggest psychological shifts in retirement is moving from earning income to creating income from assets.

That shift can feel unsettling even for people with significant savings.

If you are within 1 to 3 years of retirement, now is a great time to sketch out what your future paycheck may look like. That means identifying where your retirement income will come from and in what order.

Potential sources may include:

  • portfolio withdrawals

  • pensions

  • Social Security

  • deferred compensation payouts

  • rental income

  • part-time work or consulting

  • required minimum distributions later on

This kind of planning matters because the sequence and timing of income sources can affect both cash flow and taxes.

For example, a retiree who takes withdrawals from the wrong account at the wrong time may push themselves into a higher tax bracket, trigger higher Medicare premiums down the road, or reduce long-term flexibility.

A retirement income strategy should ideally address:

  • where income will come from in the first five years

  • how taxable income may change over time

  • when guaranteed income sources begin

  • how market volatility could affect withdrawals

  • how to balance current lifestyle goals with long-term sustainability

The more this is mapped out before retirement, the less stressful the transition tends to be.

For a deeper look at timing and optimizing benefits, see our previous blog, Maximizing Your Social Security: A Treatment Plan for Your Retirement Income.

5. Plan ahead for healthcare and Medicare decisions

planning the retirement right

Healthcare is one of the biggest wild cards in retirement planning, even for medical professionals who understand the healthcare system better than most.

If you are 1 to 3 years from retirement, now is the time to begin thinking carefully about your future coverage.

Some key questions include:

  • Will you retire before age 65?

  • If so, how will you bridge the gap until Medicare?

  • If you retire at or after 65, when should you enroll?

  • Will a spouse need coverage too?

  • How much should you expect to spend on premiums, deductibles, and out-of-pocket care?

  • How could your retirement income affect Medicare costs later?

Medical professionals often underestimate how important healthcare planning becomes once employer coverage ends. And while Medicare is an important piece of the puzzle, it is not free and it does not cover everything.

Long-term planning should also consider:

  • prescription costs

  • supplemental coverage

  • dental and vision expenses

  • health savings account usage

  • potential long-term care needs

This is one area where waiting until the last minute can create avoidable stress. Giving yourself time to compare options and understand deadlines can make a major difference.

6. Make the most of your remaining savings opportunities

The last 1 to 3 years before retirement can be a valuable window for maximizing tax-advantaged savings.

window of remaining savings opportunities

If cash flow allows, consider whether you are taking full advantage of:

  • employer retirement plan contributions

  • catch-up contributions

  • health savings account contributions, if eligible

  • after-tax savings opportunities

  • debt reduction where appropriate

  • strategic cash reserve building

For some medical professionals, these final years are the best time to boost retirement readiness because earnings may still be strong and major obligations may be easing.

This is also a good time to revisit how much cash you want to have available going into retirement. Holding an appropriate cash reserve can help cover short-term spending needs and reduce the pressure to sell investments during a down market.

The key is not simply to save more for the sake of saving more. It is to save intentionally based on what your retirement transition actually needs.

7. Clean up the details that are easy to ignore

Retirement planning is not just about projections and investment strategy. It is also about operational readiness.

In the last 1 to 3 years before retirement, there are often loose ends that deserve attention but get postponed because they do not feel urgent.

Examples include:

  • reviewing beneficiary designations

  • updating wills and powers of attorney

  • checking account titling

  • organizing insurance policies

  • consolidating scattered accounts where appropriate

  • reviewing estate documents

  • confirming where important records are stored

  • updating passwords and account security

These details matter more than people think.

A retirement transition is smoother when your financial life is organized. It is also easier for a spouse, partner, or loved one to step in if needed.

This is especially important for busy medical professionals who may have built a strong financial life over many years but have not had time to streamline it.

8. Define what retirement is actually going to look like

defining what retirement should look like

This may be the most overlooked planning step of all.

Many medical professionals are exceptionally good at preparing financially for retirement but spend far less time preparing personally for it.

After years or decades in a demanding field, retirement can bring both freedom and uncertainty. Some people are ready to stop completely. Others want to scale back gradually, consult part time, teach, volunteer, travel, or spend more time with family.

There is no single right answer. But there is tremendous value in asking the question before retirement arrives.

Consider:

  • Do you want a hard stop or a gradual transition?

  • Will you continue any clinical, advisory, or teaching work?

  • How will you structure your time?

  • What will give you a sense of purpose?

  • How much flexibility do you want in your schedule and spending?

The clearer your retirement vision becomes, the easier it is to align your finances with it.

Retirement should not just be about leaving work. It should be about stepping into a life you actually want.

Final thoughts

If you are a medical professional retiring in the next 1 to 3 years, this is the time to move from general planning to intentional planning.

The decisions you make now can shape your retirement for decades. Tax strategy, investment positioning, healthcare planning, income design, and even simple organizational details can all influence how confident and prepared you feel.

The goal is not just to retire with enough. It is to retire with a plan.

The good news is that you do not need to solve everything at once. But you do want to start early enough to give yourself options.

If you are within 1 to 3 years of retirement, now is a great time to review your plan, pressure-test your assumptions, and make sure the next chapter is built as thoughtfully as the career that made it possible.

If you want help evaluating your retirement income plan, tax strategy, and investment positioning, you can schedule an Introductory "Fit" Meeting.

Ivan Havrylyan