AAPL vs MSFT: The DCA Backtest

The identical plan — $100 on the first trading day of each month — run on both assets over their shared history (Mar 1986 → Aug 2026, $48,600 invested each). Every number below is computed from real daily closes; nothing is annualized away or cherry-picked.

invested in each
$48,600
486×
AAPL today
$28,599,406
+58747%
MSFT today
$19,008,652
+39012%

Verdict on this window: $48,600 invested into AAPL grew to $28,599,406, versus $19,008,652 in MSFT. Different start dates shuffle this result — the rolling analysis below shows how often.

The same $100/month, side by side

Both positions month by month across the shared window: the dashed line is cash paid in ($48,600 total), the two curves are what AAPL and MSFT were worth along the way. Where the curves separate is where the decade's story lives.

$10.0M$20.0M$30.0M198619911996200120062011201620212026AAPL $28.6MMSFT $19.0MAAPLMSFTinvested

Does the winner depend on when you started?

One full-window result can mislead — maybe the winner just had a better final year. So we ran the head-to-head across EVERY possible 5-year start month in the shared history:

52%AAPL beat MSFT in 52% of all rolling 5-year windows (222 of 426) · median gap: +10.1 percentage points on the same $6,000 invested

Side-by-side numbers

AAPLMSFT
Shared history fromMar 1986Mar 1986
Monthly buys486486
Total invested$48,600$48,600
Final value$28,599,406$19,008,652
Total return+58747%+39012%
Best 5y window+823%+548%
Worst 5y window-57%-37%

Data through Aug 2026, refreshed daily.

Two survivors, two different deserts

The two largest companies on earth got here along different roads: Apple through hardware supercycles (near-bankruptcy in 1997, iPhone repricing after 2007), Microsoft through a fifteen-year sideways desert after 2000 that the cloud era finally ended. Their shared window since 1986 contains both ordeals — which is why each side's worst 5-year stretch in the table is so instructive.

The pair is a warning about extrapolating giants: whichever leads this decade's backtest mostly reflects whose repricing came later, not who is 'better'. Both remain single-company risks — regulation, a product miss, a platform shift — which is why the honest use of this page is sizing them within an index core, not choosing one as a portfolio.

FAQ

Is AAPL or MSFT better for dollar-cost averaging?

On the shared window measured here, AAPL finished ahead (AAPL: +58747% vs MSFT: +39012% on identical monthly buys). "Better" is window-dependent — the rolling head-to-head above tells you how stable that verdict was. Past performance doesn't predict the future; this page tells you what happened, not what will.

Can I just DCA into both AAPL and MSFT?

Yes, and if the pair is highly correlated the blend will behave like either one alone — check how similar the two curves above are before assuming a split adds diversification. Our portfolio calculator lets you backtest any weighting of the two on the same real data.

What data does this comparison use?

Real dividend- and split-adjusted daily closes for AAPL and MSFT, compared strictly over their shared history (Mar 1986 → Aug 2026), refreshed daily and validated for gaps and staleness. Fees, spreads and taxes are not modelled — see the methodology page.

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