Insights Blog - Thayer Partners

Advanced Tax Planning for High Net Worth Individuals

Written by Thayer Partners | September 23, 2025

Explore advanced tax planning approaches for high income clients. Discover holistic strategies for legally minimizing taxes.

Sophisticated strategies for minimizing tax liability at high income levels

For high net worth individuals (HNWIs), tax planning is about much more than annual filing—it’s a complex, year-round endeavor that maximizes after-tax wealth. Common tactics available to the mass affluent are just starting points for HNWIs, whose unique income structures and asset bases demand creative, multi-layered strategies. The tax code provides both challenges and enormous opportunities for preserving wealth, when legally leveraged to its fullest using advanced tools. Income shifting remains one of the core strategies: utilizing family limited partnerships or irrevocable trusts to transfer wealth, control distributions, and take advantage of lower tax brackets among multiple generations.

Owners of closely held businesses often employ valuation discounts and strategically time the triggering of gains. Internationally mobile families can sometimes coordinate residency and entity location to optimize for favorable treaties and lower effective global rates. Don’t overlook techniques like charitable remainder trusts—these allow donors to realize an immediate deduction, transfer low-basis appreciated assets, and still generate income streams.

HNWIs must also beware of tax ‘creep’—phases outs, alternative minimum tax (AMT), and net investment income tax (NIIT). Careful monitoring of income recognition events,  harvesting losses to offset gains, and ‘bunching’ deductions in optimal tax years all become crucial. If qualified by income, maximizing contributions to retirement accounts such as defined benefit plans or cash balance plans can also unlock substantial tax sheltering. Professional advice is critical, as each tactic interacts with the rest of a complex financial picture. For curated tips, visit this resource.

Integrating investments, philanthropy, and estate planning for tax efficiency

Truly effective tax minimization is holistic—going beyond simple deductions to integrate investments, philanthropic goals, and legacy planning. Tax-efficient investing often means more than just holding municipal bonds: it involves asset location, matching tax-exempt and tax-deferred vehicles with the right assets and rebalancing to keep realized gains in check. Direct indexing, once limited to institutions, is now available to HNWIs who crave personalized tax loss harvesting on top of tailored exposures. Charitable lead and remainder trusts enable donors to fulfill both purpose and savings, while sophisticated insurance planning (life and premium finance policies) shields estates from liquidity risk at death. Estate planning structures, such as grantor retained annuity trusts (GRATs) and spousal lifetime access trusts (SLATs), shift appreciation out of the taxable estate and freeze value for heirs, paired with smart use of gift and estate exemptions. Philanthropy may include private foundations or donor-advised funds for legacy and control—flexibly reducing income and estate taxes while supporting causes across generations. For an applied overview, see TD’s resource or this advanced planning discussion. It is essential to coordinate between financial, legal, and estate experts annually, adapting to changes in both law and the family’s objectives.

Staying current: evolving tax law and proactive planning in 2025 and beyond

Tax law is rarely static. In 2025, proposed changes to exemption limits, increased scrutiny on offshore holdings, and new reporting requirements are high priorities for affluent families. HNWIs must stay nimble; working with an advisor who continually monitors legislation and uses scenario modeling to stress-test their plan is now more important than ever. Technology plays a growing role—account aggregation platforms, AI-powered tax optimization, and real-time analytics put sophisticated modeling in range for even small advisory firms. The importance of a proactive attitude can’t be overstated: changes take effect quickly, and waiting until year-end is a recipe for missed opportunities. Establish a regular cadence for reviewing trust terms, rebalancing investments, and capturing losses or deduction bunching opportunities as they emerge. Compliance and reporting is increasingly digital and detailed, so keeping all documentation up to date will prevent costly mistakes. For a comprehensive breakdown of current trends and tactics, see these essential strategies and this ongoing guide.