Published 2026-07-07 · Optimist Tax Advisors
Strip the vocabulary away and most tax strategies are one of two things: rate arbitrage (pay a lower rate) or deferral (pay the same rate later). Rate arbitrage is straightforwardly valuable. Deferral is conditionally valuable, and the conditions are worth making explicit because they decide whether a strategy is worth its fees and complexity.
Deferring $1 of tax is an interest-free loan from the government. Its value is the return you earn on the loaned amount over the deferral period, minus any difference in the rate you ultimately pay. Three variables do all the work:
At an 8% reinvestment rate, each year of deferral is worth roughly 7 to 8 cents per dollar of tax deferred in present-value terms, before considering rate changes at exit. Ten years of deferral on a $2M tax bill is worth on the order of $1M. That number is large enough to justify real structures and real fees. One or two years of deferral usually is not, which is why we decline more short-horizon deferral ideas than we implement.
A first meeting covers your situation, the strategies that plausibly apply, and what we would need to review before recommending anything.
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