Maximize tax-advantaged accounts
Prioritize contributions to accounts that shelter income and growth. Employer-sponsored retirement plans and individual retirement accounts defer or eliminate taxes on investment gains, depending on account type. Health savings accounts offer a rare triple tax advantage: pre-tax contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses.
Use these vehicles strategically to lower taxable income and accelerate tax-deferred compounding.
Tax-loss harvesting
Offset capital gains by realizing losses in your taxable portfolio.
Tax-loss harvesting can reduce current-year taxable gains and, when losses exceed gains, offset ordinary income up to allowable limits. Reinvest proceeds to keep your asset allocation intact, but be mindful of wash-sale rules that disallow the immediate repurchase of substantially identical securities.
Roth conversions and timing
Converting traditional retirement accounts to Roth accounts can be a powerful tax move when done deliberately. Conversions trigger taxable income now in exchange for future tax-free withdrawals and no required minimum distributions in certain accounts. Consider conversions during lower income years, after big deductions, or when market dips reduce the tax cost of conversion. Coordinate Roth moves with overall tax-bracket strategy.
Bunching and timing deductions
When itemized deductions are close to standard deduction levels, bunch expenses—such as medical costs, property tax payments, or charitable gifts—into a single tax year to maximize itemization.
Conversely, deferring income or accelerating deductible expenses can shift tax liability across years to take advantage of lower tax brackets or more favorable rules.
Charitable giving strategies
Move beyond simple check-writing.
Donor-advised funds let you claim an immediate deduction while distributing gifts over time. Appreciated securities give a twofold benefit: avoid capital gains on the donated asset and receive a deduction for fair market value. For highly charitably inclined taxpayers, charitable remainder trusts and charitable lead trusts offer income and estate planning advantages, though they come with complexity and costs.
Asset location and capital-gains planning
Place investments in accounts that align with their tax profile. Tax-efficient assets—index funds and municipal bonds—work well in taxable accounts; high-growth equities benefit from tax-deferred or tax-free accounts.
Manage capital gains by holding investments for long-term treatment when possible, and harvest gains strategically in low-income years where long-term capital gains may be taxed more favorably.
Small-business and self-employed strategies
Choosing the appropriate business entity, funding retirement plans for employees and owners, and maximizing deductible business expenses all reduce taxable income.
Depreciation and bonus depreciation rules can accelerate deductions on equipment investments. Review payroll timing, contractor classification, and fringe benefit options to ensure tax efficiency and compliance.

Stay organized and get advice
Accurate records, regular tax projections, and periodic reviews with a CPA or tax advisor ensure strategies remain aligned with evolving financial goals and regulations. Tax planning is most effective when proactive—identify opportunities across income, investments, and charitable goals before year-end rather than reacting after the fact.
A thoughtful mix of account selection, timing, and tailored strategies can materially lower taxes and help you keep more of what you earn. Work with a trusted tax professional to tailor these approaches to your situation and to navigate complexity safely.








