Mitigating the Tax Drag

For ultra-high-net-worth individuals, tax mitigation is not an annual event; it is a continuous strategic imperative. Every percentage point saved in taxation compounds exponentially over a multi-decade horizon.

Capital Gains Management

The top federal long-term capital gains rate is 20%, plus the 3.8% Net Investment Income Tax (NIIT). Short-term gains are taxed at ordinary income rates, peaking at 37%.

Asset TypeHolding PeriodMaximum Federal Rate
Equities> 1 Year23.8% (incl. NIIT)
Equities< 1 Year40.8% (incl. NIIT)
Qualified Small Business Stock (QSBS)> 5 Years0% (up to limits)

Strategic Tax-Loss Harvesting

Systematic realization of losses can offset gains and up to $3,000 of ordinary income annually. In volatile markets, this creates an embedded alpha without altering the portfolio's target risk profile.

Common Mistakes

  1. Violating the Wash-Sale Rule: Repurchasing a "substantially identical" security within 30 days negates the realized loss.
  2. Ignoring Asset Location: Holding tax-inefficient assets (like high-yield bonds) in taxable accounts rather than tax-advantaged vehicles.

Next Step: Model your potential liability with our Capital Gains Estimator.