Tax Planning
Proven tax strategies used by successful entrepreneurs to legally minimize their tax burden, from retirement account optimization and entity structuring to charitable giving vehicles and capital gains management.
Entrepreneurs earning seven figures or more face a fundamentally different tax landscape than salaried professionals. The strategies that reduce a $150,000 tax bill are not the same ones that reduce a $1.5 million obligation. At this level, every unoptimized structure, missed election, and poorly timed transaction compounds into significant lost wealth.
Dew Wealth's tax planning approach integrates retirement vehicles, entity structures, charitable strategies, and timing techniques into a unified plan. Each strategy below is drawn from real advisory work with business owners and documented in detail, including how it works, when entrepreneurs should use it, and what coordinated implementation looks like through the DEAPR Tax Planning Framework.
Entries
Articles in Tax Planning
401(k) Plans for Business Owners
VehicleQualified employer-sponsored retirement plans allowing pre-tax or Roth contributions up to $23,500 per year (2025),...
Capital Gains Tax Strategies
ConceptA collection of strategies for managing, deferring, reducing, or eliminating taxes on capital gains from the sale of...
Captive Insurance (Section 831b)
StructureA wholly owned insurance subsidiary that insures the parent company's business risks, providing tax-deductible premium...
Cash Balance Plan
VehicleA qualified retirement plan that allows significantly larger tax-deferred contributions than traditional 401(k)s,...
Charitable Remainder Trust (CRT)
VehicleAn irrevocable trust that provides income to the donor for a specified period, with the remaining assets transferring...
Conservation Easement
StrategyA tax strategy where a landowner donates development rights on qualifying land to a conservation organization,...
Cost Segregation
StrategyA tax strategy that accelerates depreciation deductions on commercial real estate by reclassifying building components...
Donor Advised Fund (DAF)
VehicleA charitable giving vehicle that allows donors to make an irrevocable contribution, receive an immediate tax deduction,...
Employee Stock Ownership Plan (ESOP)
VehicleA qualified retirement plan that provides employees with ownership interest in the company through shares of stock,...
Health Savings Account (HSA)
VehicleA tax-advantaged savings account paired with a high-deductible health plan, offering a triple tax benefit: deductible...
Interest-Charge Domestic International Sales Corporation (IC-DISC)
StructureA tax incentive structure for U.S. exporters that converts ordinary business income into qualified dividend income,...
Pass-Through Entity Tax (PTET) Election
StrategyA state-level tax election allowing pass-through entities to pay state income tax at the entity level, effectively...
Qualified Real Estate Professional (QREP) Status
RegulationA tax designation allowing qualifying individuals to deduct real estate losses, including depreciation, against...
Qualified Small Business Stock (QSBS)
RegulationA tax provision under Section 1202 of the Internal Revenue Code that can exclude up to $10 million (or 10x the adjusted...
Qualified Opportunity Zones (QOZ)
VehicleA tax incentive program allowing investors to defer and potentially reduce capital gains taxes by investing those gains...
Roth Conversion
StrategyThe process of moving funds from a traditional IRA or 401(k) to a Roth IRA, paying taxes at the current rate in...
Section 199A Qualified Business Income Deduction
RegulationA tax provision allowing up to a 20% deduction on qualified business income for owners of pass-through entities...
Self-Directed Roth IRA
VehicleA Roth IRA held by a specialized custodian that permits investments in alternative assets like real estate, private...
SEP IRA
VehicleA simplified retirement plan allowing business owners to contribute up to 25% of net self-employment income (up to...