Should You Change Your Retirement Portfolio Because It Trails the Stock Market?

Ross Marino |

Your retirement portfolio is funding withdrawals, yet a broad stock-market headline reports a much larger gain. The gap can make bonds and cash look like expensive mistakes. It can also raise a fair question: is the portfolio doing what it was designed to do?

Don't dismiss the disappointment, but don't let one return number decide the remedy. First ask what the comparison actually tests. A useful review separates an expected design difference from evidence that costs, implementation, or the household’s needs deserve attention.

Why can the stock-market headline be the wrong test?

A diversified retirement portfolio and an all-stock market comparison do not carry the same holdings or risk. If the portfolio includes bonds and cash to support withdrawals or moderate losses, it will usually participate differently when stocks surge. That gap may be consistent with the design. It does not, by itself, prove the portfolio is failing or that more stock exposure is appropriate.

A sound benchmark should fit the portfolio’s investment process and risk exposure. Professional performance standards also treat a misspecified benchmark as a source of invalid conclusions. [1] The first question is therefore not “Did the portfolio beat stocks?” It is “Would this comparison reasonably behave like the intended mix?”

What should a fair return comparison hold constant?

Compare the same starting and ending dates, and use total return on both sides. Total return includes gains and losses plus income during the measurement period. [2] A price headline that leaves out dividends is not comparable with a portfolio report that includes interest and distributions. A one-year number is also different from an annualized multi-year result.

Then identify whether the portfolio return is shown before or after advisory and investment costs. Fees reduce investment returns and can compound into a meaningful difference over time. [3] Finally, keep withdrawals separate from performance. A lower ending balance after money left the account does not automatically mean the investments earned a lower return. Performance methods must account for the timing and size of external cash flows. [4]

Three comparisons answer three different questions

Stock-market headline

What this tests

How stocks performed

What a gap may mean

The portfolio held less stock-market risk

What it does not establish

Whether the retirement portfolio should change

Comparison matched to the portfolio

What this tests

Results against the intended mix

What a gap may mean

Costs or implementation need review

What it does not establish

Whether the intended mix still fits

Retirement spending plan

What this tests

Progress toward planned spending

What a gap may mean

Income, spending, or assumptions changed

What it does not establish

Whether investment implementation succeeded

No single return number proves either investment success or retirement security.

When does the gap deserve investigation?

An expected design gap is not a waiver from accountability. Compare each part of the portfolio with a suitable reference, then explain the portfolio-level result. Performance attribution can separate the effects of asset allocation from the results within each asset class. [1]

Monitor performance over time rather than judging one isolated result. [5] Investigate persistent unexplained underperformance, higher-than-understood costs, unplanned concentrations, tax drag, cash held beyond its assigned purpose, or returns that cannot be reconciled with the stated holdings and transactions. A matched benchmark does not prove the allocation is suitable. It only makes the implementation question more useful.

Dovetail Principle: The Numbers Should Clarify the Decision, Not Promise the Future

A comparison is useful when its job is clear. One number can test investment implementation. Another can show progress toward planned spending. Neither can prove that future markets or retirement needs will unfold as expected.

How is retirement progress different from investment performance?

The retirement plan asks whether income, withdrawals, spending, taxes, and remaining resources still fit together. Financial-planning standards call for monitoring progress toward the client’s goals at appropriate intervals and updating recommendations when circumstances warrant. [6] Meeting a portfolio comparison cannot guarantee that spending remains sustainable. Falling short of a stock headline does not prove the plan is off course.

Cash-flow treatment matters here too. Research comparing dollar-weighted and time-weighted returns shows that the timing and size of purchases and sales can change the return experienced by invested dollars. [7] For a retiree, withdrawals are part of the lived result even though they should not be mistaken for investment loss.

What should the review decide?

Agree on a comparison that matches the intended investment mix, period, income treatment, fees, and cash-flow method. Separately define how the household will measure retirement progress. Then investigate the specific gap.

The evidence may support retaining the design, correcting an implementation problem, or reconsidering the investment policy because spending, income, time horizon, or risk capacity changed. Those are different responses. A qualified investment professional should complete the individualized analysis and implementation. The purpose of the review is to hold the portfolio accountable without replacing its retirement job with a race against the latest winning market.

For the next step, read When Should Retirees Rebalance Their Investments?. It separates the target decision from the trades used to restore it.

About the author

Ross Marino, CFP®, CeFT®, is the Founder & CEO of Dovetail Financial and creator of Human-First Financial Guidance®. He helps people nearing or living in retirement connect their lives and wealth so that financial decisions become clearer, more personal, and easier to navigate.

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Notes

  1. Portfolio Performance Evaluation, CFA Institute, 2026; benchmark quality, misspecification, attribution, and appraisal limits.
  2. Calculating Your Investment Returns, FINRA, December 4, 2024; total return, annualized periods, fees, and comparisons among similar investments.
  3. How Fees and Expenses Affect Your Investment Portfolio, U.S. Securities and Exchange Commission, July 23, 2025; effect of fees on returns and portfolio value.
  4. Global Investment Performance Standards for Asset Owners, CFA Institute, 2020 edition; total return, external cash flows, valuation periods, and blended benchmarks.
  5. Evaluating Performance, FINRA; monitoring performance over time, total return, comparable periods, fees, and portfolio-level review.
  6. Interpreting the Practice Standard for Monitoring Progress, CFP Board; analyzing progress toward client goals and updating when circumstances warrant.
  7. Mind the Gap 2025, Morningstar Research; methodology comparing dollar-weighted and time-weighted returns using net assets and monthly cash flows.

Disclosure

This content is provided by Dovetail Financial Group LLC (“Dovetail Financial”) for informational and educational purposes only. It is not intended as, and should not be construed as, individualized investment, tax, legal, or accounting advice; a recommendation to buy or sell any security; or a recommendation to adopt any investment strategy. Because each person’s situation is unique, readers should consult their own financial, tax, and legal professionals before taking action based on this content. Information contained herein is believed to be reliable, but its accuracy or completeness is not guaranteed. Any opinions expressed are current as of the date of publication and are subject to change without notice. All investing involves risk, including the possible loss of principal. Asset allocation and diversification do not guarantee profits or protect against losses in declining markets. Past performance is not a guarantee of future results. Dovetail Financial Group LLC is a registered investment adviser. Registration does not imply a certain level of skill or training. Additional information about Dovetail Financial Group LLC, including Form ADV Part 2A and Form CRS, is available at adviserinfo.sec.gov. © 2026 Dovetail Financial Group LLC. All rights reserved.