What Should I Do With My Investments as I Get Closer to Retirement?

The investment strategy that built your wealth isn't necessarily the one that protects it — or turns it into income.

As retirement approaches, your portfolio has a new job. It's no longer about maximizing long-term growth. It's about generating reliable income, managing downside risk, and staying aligned with how you actually plan to live.

👉 For a broader framework on how income and taxes work together in retirement, start with the Retirement Transition Field Guide.

Short Answer

In the 5–10 years before retirement, your portfolio should gradually shift from a pure growth orientation to one that balances income generation, downside protection, and long-term purchasing power.

The exact mix depends on your income needs, tax situation, timeline, and risk tolerance — but the shift should be deliberate and planned, not reactive.

Why Your Portfolio Needs to Change

Sequence-of-returns risk becomes real
When you're accumulating, a market downturn is a buying opportunity. When you're withdrawing, the same downturn can permanently damage your plan. Drawing income from a declining portfolio locks in losses and reduces the base that's available to recover.

Your time horizon is different
A 60-year-old with a 25–30 year retirement still needs growth — inflation is a real risk over that horizon. But the portfolio also needs to fund income in year 1, not just year 25. That dual mandate requires a different structure than pure accumulation.

Tax efficiency matters more
The tax location of your investments — which assets are in which account types — directly affects how much of your portfolio survives the transition to income. A portfolio built without regard to tax location can generate unnecessary drag over decades.

What the Transition Looks Like

5–10 years out

  • Begin reviewing portfolio structure relative to income needs

  • Evaluate whether asset allocation still matches your actual risk tolerance (not the one you had at 45)

  • Identify Roth conversion opportunities while in lower brackets

  • Review tax location — are tax-efficient assets in taxable accounts? High-growth assets in Roth?

2–5 years out

  • Build a clear picture of retirement income sources and amounts

  • Begin establishing a liquidity buffer for early retirement years

  • Reduce concentration risk, particularly in employer stock

  • Finalize withdrawal sequence strategy

At and just after retirement

  • Restructure portfolio for the distribution phase

  • Establish the income "buckets" or withdrawal system you'll use

  • Coordinate investment strategy with Social Security timing

  • Monitor and adjust as income needs and market conditions evolve

Common Investment Mistakes Near Retirement

  • Staying in an aggressive growth portfolio past the point where the risk is appropriate

  • Making reactive allocation changes based on market volatility instead of a plan

  • Ignoring tax location — holding tax-inefficient assets in taxable accounts

  • Concentrating too much in a single company (especially employer stock)

  • Treating the portfolio in isolation from the income plan

What Doesn't Change

Long-term growth still matters. A 60-year-old funding a 30-year retirement needs their portfolio to outpace inflation over time. Shifting entirely to conservative investments at retirement is its own risk — the risk of outliving your purchasing power.

The goal isn't safety. It's structure.

How This Fits Into Your Retirement Plan

Investment strategy near retirement connects directly to:

  • Your withdrawal sequence and which accounts you draw from first

  • Roth conversion planning — what you hold where matters

  • Social Security timing — your portfolio may need to bridge income before benefits begin

  • Your income floor and how much the portfolio needs to generate

It's one integrated plan, not a series of separate decisions.

Related Questions to Consider

  • How do I avoid running out of money in retirement?

  • What's the most tax-efficient order to withdraw from my accounts?

  • Should I do a Roth IRA conversion?

  • What's the biggest mistake people make in the 5 years before retirement?

How Sentient Financial Approaches Investment Strategy Near Retirement

Portfolio management at Sentient Financial is built around the income plan — not just a target allocation.

That includes:

  • Asset allocation review relative to income needs and timeline

  • Tax location analysis across account types

  • Sequence-of-returns risk management

  • Portfolio restructuring for the distribution phase

  • Coordination with withdrawal sequencing and Social Security timing

All advice is provided as a fee-only fiduciary, with no commissions or product incentives.

If you’re trying to understand how Social Security will be taxed in your situation, the real value comes from seeing how it fits into your overall income plan.

If you want to walk through that:

Disclosure: Sentient Financial, LLC is a California-registered investment adviser. This content is for informational purposes only and is not investment or tax advice..