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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.

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Articles in Tax Planning

401(k) Plans for Business Owners

Vehicle

Qualified employer-sponsored retirement plans allowing pre-tax or Roth contributions up to $23,500 per year (2025),...

Capital Gains Tax Strategies

Concept

A collection of strategies for managing, deferring, reducing, or eliminating taxes on capital gains from the sale of...

Captive Insurance (Section 831b)

Structure

A wholly owned insurance subsidiary that insures the parent company's business risks, providing tax-deductible premium...

Cash Balance Plan

Vehicle

A qualified retirement plan that allows significantly larger tax-deferred contributions than traditional 401(k)s,...

Charitable Remainder Trust (CRT)

Vehicle

An irrevocable trust that provides income to the donor for a specified period, with the remaining assets transferring...

Conservation Easement

Strategy

A tax strategy where a landowner donates development rights on qualifying land to a conservation organization,...

Cost Segregation

Strategy

A tax strategy that accelerates depreciation deductions on commercial real estate by reclassifying building components...

Donor Advised Fund (DAF)

Vehicle

A charitable giving vehicle that allows donors to make an irrevocable contribution, receive an immediate tax deduction,...

Employee Stock Ownership Plan (ESOP)

Vehicle

A qualified retirement plan that provides employees with ownership interest in the company through shares of stock,...

Health Savings Account (HSA)

Vehicle

A 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)

Structure

A tax incentive structure for U.S. exporters that converts ordinary business income into qualified dividend income,...

Pass-Through Entity Tax (PTET) Election

Strategy

A state-level tax election allowing pass-through entities to pay state income tax at the entity level, effectively...

Qualified Real Estate Professional (QREP) Status

Regulation

A tax designation allowing qualifying individuals to deduct real estate losses, including depreciation, against...

Qualified Small Business Stock (QSBS)

Regulation

A 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)

Vehicle

A tax incentive program allowing investors to defer and potentially reduce capital gains taxes by investing those gains...

Roth Conversion

Strategy

The 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

Regulation

A tax provision allowing up to a 20% deduction on qualified business income for owners of pass-through entities...

Self-Directed Roth IRA

Vehicle

A Roth IRA held by a specialized custodian that permits investments in alternative assets like real estate, private...

SEP IRA

Vehicle

A simplified retirement plan allowing business owners to contribute up to 25% of net self-employment income (up to...