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Freedom251 › Blog › Dollar-Cost Averaging

Why Long-Term Investors Often Hurt Returns by Trying to Time the Market

By Freedom251 Team · · 4 min read

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Trying to sidestep a downturn can hurt a long-term investor if the sale is followed by a late or missed return to the market. Market timing requires getting two decisions right—when to leave and when to re-enter—while staying invested also means accepting the risk of losses. Historical missed-day examples show why reacting to volatility can be costly, but they are not forecasts or a rule that every investor should always stay invested.

What market timing means—and why it is difficult

Market timing is moving money in or out of the market, or between investments, to try to profit from predicted short-term price movements. FINRA notes that such predictions may raise returns in theory, but frequent trading based on them carries risk (FINRA: What Is Market Timing?).

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The challenge is not just selling before prices fall. An investor also has to decide when to buy back in. Fidelity points out that even an investor who correctly identifies a market top may not know the right time to return (Fidelity: Should I sell my stocks now?). If prices rebound while the investor is waiting for a clearer signal, the portfolio misses that advance; if the investor re-enters too soon, the intended protection may not materialize.

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Why missing a few strong days can matter

Strong market days can have an outsized effect on long-run historical returns. Vanguard Investment Advisory Research Center reports the following annualized results for a 37-year historical period, using FactSet data:

Hypothetical exposure Annualized return
Invested throughout the period 11.1%
Missing the 10 best days 8.9%
Missing the 20 best days 7.3%
Missing the 30 best days 6.0%

These are historical hypothetical calculations, not a forecast of what an individual investor will earn. The best days are identified after the fact; the example does not show that an investor could have known which days to avoid, and it does not establish whether the same investor would also have avoided some bad days. The result depends on Vanguard’s period and calculation method (Vanguard Investment Advisory Research Center).

Other illustrations should not be combined as if they were one measurement. Vanguard compared a hypothetical $100,000 investment in 2000 with one that missed the 25 best market days through 2019; the latter ended with $229,000 less (Vanguard: How America Invests). Fidelity’s separate hypothetical S&P 500 example, starting with $10,000 over 1988–2025, reports $616,013 for remaining invested versus $44,626 after missing the best 50 days (Fidelity). The start dates, periods, and missed-day counts differ, so these figures illustrate sensitivity to strong days rather than a universal penalty for selling.

What staying invested does—and does not—mean

Staying invested preserves exposure to market advances, but it also preserves exposure to market declines. Missed-best-day illustrations are not proof that holding every investment through every circumstance is right. They do not override a need for cash, a change in goals, or an allocation that no longer matches an investor’s ability or willingness to take risk.

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Vanguard describes investment planning in relation to goals, time horizon, and risk tolerance. Its principles are a framework for choosing an allocation, not a promise of profit or protection from losses (Vanguard’s Principles for Investing Success). FINRA similarly advises investors not to let short-term emotions disrupt long-term financial objectives (FINRA).

A plan-based alternative to reacting to headlines

Before making a trade in response to a sharp market move, use a process tied to the reason the money is invested:

  1. Review the goal and time horizon. Ask when the money is likely to be needed and whether that timeline has changed.
  2. Check liquidity needs separately. Money needed soon may need a different plan from money intended for a distant goal; a missed-day chart cannot answer that personal question.
  3. Compare the current allocation with the intended one. Revisit the balance of investments in light of risk tolerance and objectives, rather than trying to predict the next short-term move.
  4. Use a repeatable contribution schedule if appropriate. Scheduled purchases avoid making each contribution depend on a market forecast, but they are not automatically superior to investing a lump sum.
  5. Get help with individual decisions when needed. FINRA suggests considering an investment professional when developing a strategy for personal goals.

Scheduled investing is not the same as market timing

Dollar-cost averaging means investing fixed amounts on a regular schedule rather than investing the full amount at once. FINRA says this approach may reduce short-term downside exposure and regret, but it can give up returns in a rising market when some money remains in cash (FINRA: The Pros and Cons of Dollar-Cost Averaging).

The distinction is the decision being made: scheduled investing follows a calendar, whereas market timing tries to forecast exits and re-entries. Neither approach guarantees a favorable result. Choosing between them depends on the investor’s circumstances and the trade-offs around market exposure, cash, and risk.

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What the historical examples can tell you

Vanguard reported that fewer than 1% of more than five million Vanguard retail households it examined completely abandoned equities during the volatility described in its 2020 report. That finding concerns those Vanguard households and that period; it is not a statistic about investors generally (Vanguard: How America Invests).

Best Value

The broader practical lesson is narrower than “never sell”: moving to cash can avoid some declines, but it can also leave an investor out during a recovery. A missed-day comparison demonstrates what happened under a particular historical hypothetical; it cannot identify the right allocation, predict future returns, or settle whether an individual should sell.

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Dollar-Cost Averaginginvestinglong-term investingmarket timingpersonal finance

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