The KeepMore Company
Series 01 · No. 0012
Client Deliverables
What you keep matters more than what you're told
A Deployment-Method Examination

All at once,
or spread out?

When a large sum is ready to invest, the instinct is to ease it in slowly to avoid buying at a peak. The historical record is less sentimental: across nearly three decades of U.S. large-cap data, deploying all at once beat spreading it out roughly 70% of the time. But that statistic isn't the whole story — and a simple hybrid splits the difference.

The question we actually answer

Three deployment methods, one historical dataset: invest the whole sum on day one (lump sum), spread it across twelve monthly buys (dollar-cost averaging), or do half on day one and average the rest over six months (a 50/50 hybrid). Each is run over every rolling start window across the same period, so the comparison rests on history rather than a single anecdote. The examination reports how often each method won, by how much, and — most usefully — what each method actually buys the saver.

Headline finding · historical study
~70% / ~30%

Lump-sum deployment outperformed twelve-month averaging in roughly 70% of historical start windows, largely because markets rose in about seven of every ten calendar years — so cash held back missed upside more often than it dodged a drawdown. Averaging's wins were rarer but, in crash years, larger.

Lump sum vs. 12-month averaging · S&P 500, rolling windows, ~1999–2025 · representative
MeasureLump sum12-month averaging
Share of windows won~70%~30%
Avg. entry-price effect~+2.3% to +2.8% (paid more)
Avg. year-end value of $2M~$2.13M~$2.07M
Avg. lump-sum edge~$68,000 on a $2M deployment
What each method is actually for · historical study
MethodWhat it optimizes
Lump sumExpected return — wins most often, gives up drawdown cushion
12-month averagingWorst-case comfort — drawdown insurance, not optimization
50/50 hybridMost of the expected-return edge, ~half the worst-case drawdown

Historical study. S&P 500 month-start values, ~1999–2025, total return excluding dividends; averaging modeled as twelve equal monthly buys. Past patterns do not predict future results. Not a recommendation of any deployment method.

"Averaging isn't a return optimizer. It's drawdown insurance — and it has a premium."

How the examination is built

  1. Define the methods precisely. Lump sum, twelve equal monthly buys, and a half-now / average-the-rest hybrid — no ambiguity.
  2. Run every start window. Each method is tested across all rolling start dates in the period, not a single lucky or unlucky year.
  3. Measure win rate and magnitude. How often each method won, and by how much — because a method can win often and small, or rarely and large.
  4. Separate return from comfort. We distinguish what improves expected outcome from what reduces worst-case pain; they are different goals.
  5. Price the insurance. Averaging's drawdown protection comes at an average entry-price premium, which we state rather than hide.

What this examination is — and is not

This is a historical study of deployment methods. It is not a recommendation of any method and not a prediction of future markets. It reframes the choice from "which wins" to "which goal you are buying" — expected return or worst-case comfort — and leaves the decision with the household.

Want this checked against your actual account?

This examination shows one way money can quietly leave a portfolio. If you want us to examine what may be happening in your actual accounts, request a confidential fee review.

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Run the Quiet Loss Checklist

Related examinations

The Windfall-Structure Examination — How a windfall-structuring framework guards against the predictable human mistakes that lose most large sums.

The Sequence-Risk Examination — Whether a portfolio's income survives a market crash that arrives early, and whether a cash reserve absorbs the shock.

The Tax-Alpha Examination — Re-testing an advertised “tax alpha” figure — computed at the top tax bracket — at a household's actual bracket.

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