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The owner's personal tax planning

The personal side of owning a business: capital gains and loss harvesting, the net investment income tax, AMT, Roth conversions, and planning for a high-income year.

33 guides, each reviewed by a CPA licensed in the US and Canada.

Small Business & Bookkeeping

2025 Tax Brackets for Business Owners: Marginal vs. Effective Rate and Why the Bracket Matters Less Than You Think

Understanding marginal vs. effective tax rates prevents business owners from making bad decisions to 'stay in a lower bracket.' The 2025 federal brackets.

Sep 5, 2026
Small Business & Bookkeeping

Alternative Minimum Tax (AMT) for Business Owners: How It Works, Who Pays It, and Planning Strategies

The alternative minimum tax (AMT) under IRC 55-59 is a parallel tax system that ensures high-income taxpayers cannot use certain deductions and exclusions.

Sep 5, 2026
Small Business & Bookkeeping

Alternative Minimum Tax (AMT): How It Works in 2025 and When Small Business Owners Get Hit

The Alternative Minimum Tax (IRC 55-59) is a parallel tax system that ensures higher-income taxpayers pay at least a minimum amount of tax.

Sep 5, 2026
Small Business & Bookkeeping

Alternative Minimum Tax for Business Owners: How AMT Works and When It Applies

The Alternative Minimum Tax (AMT) is a parallel tax system under IRC 55-59 that ensures taxpayers with significant deductions, exemptions.

Sep 5, 2026
Small Business & Bookkeeping

Backdoor Roth IRA for Business Owners: Step-by-Step Process and the Pro Rata Rule Trap

High-income business owners can use the backdoor Roth IRA strategy to contribute to a Roth IRA regardless of income. Covers key rules, filing.

Sep 5, 2026
Small Business & Bookkeeping

Backdoor Roth IRA for High-Income Business Owners

Backdoor Roth IRA mechanics: Step 1: Contribute to a traditional IRA.

Sep 5, 2026
Small Business & Bookkeeping

Capital Gains Tax for Business Owners: Rates, Harvesting Strategies, and Planning Opportunities

Capital gains tax applies when a business owner sells an asset (stocks, real estate, business interests, equipment) for more than its adjusted basis.

Sep 5, 2026
Small Business & Bookkeeping

Cash Balance Pension Plans: How High-Income Business Owners Can Defer $200,000+ Per Year in Tax-Deductible Retirement Contributions

A cash balance pension plan is a type of defined benefit plan that combines the high contribution limits of traditional pension plans with the portability.

Sep 5, 2026
Small Business & Bookkeeping

Day Trader Tax Status: Section 475 Mark-to-Market Election and Trader vs. Investor Classification

The tax treatment of trading income depends entirely on whether the IRS classifies you as a trader or an investor. Trader vs.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Family Members: Income Splitting, Kiddie Tax, and the Rules for Employing Your Children

Hiring family members in a legitimate business is one of the most effective tax planning strategies for small business owners.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Family Members: Tax Benefits, Kiddie Tax Rules, and Family Partnership Planning

Hiring family members in a small business can produce significant tax savings when structured properly. Family employment payroll tax exemptions: |.

Sep 5, 2026
Small Business & Bookkeeping

Net Investment Income Tax (3.8% NIIT): What It Applies To and How Business Owners Can Reduce It

The Net Investment Income Tax (NIIT) under IRC 1411 imposes a 3.8% surtax on the lesser of net investment income or the excess of modified AGI.

Sep 5, 2026
Small Business & Bookkeeping

Net Investment Income Tax (NIIT): The 3.8% Surtax and How It Affects Business Owners

The Net Investment Income Tax (IRC 1411) imposes a 3.8% surtax on investment income (capital gains, dividends, interest, rental income, royalties.

Sep 5, 2026
Small Business & Bookkeeping

Net Investment Income Tax (NIIT): The 3.8% Surtax on Investment Income and Planning Strategies for Business Owners

The net investment income tax (NIIT) under IRC 1411 imposes a 3.8% surtax on the lesser of net investment income or the amount by which modified adjusted.

Sep 5, 2026
Small Business & Bookkeeping

Net Investment Income Tax (NIIT): The 3.8% Surtax on Passive Income for Business Owners

The 3.8% NIIT under IRC 1411 applies to investment income (rental, dividends, capital gains.

Sep 5, 2026
Small Business & Bookkeeping

Net Operating Loss (NOL) Carryforward: How to Use Business Losses to Reduce Future Taxes

A net operating loss (NOL) under IRC 172 arises when a taxpayer's allowable deductions exceed gross income for the tax year.

Sep 5, 2026
Small Business & Bookkeeping

Opportunity Zones for Business Owners: IRC 1400Z-2 Capital Gains Deferral, Reduction, and Permanent Exclusion

Qualified Opportunity Zones (QOZs) remain one of the most powerful capital gains planning tools available to business owners.

Sep 5, 2026
Small Business & Bookkeeping

Roth IRA Conversions for Business Owners: Timing, Income Management, and the Backdoor Strategy

Business owners can manage their income through salary, distributions, and deductions to optimize Roth conversions. Covers key rules, filing requirements,.

Sep 5, 2026
Small Business & Bookkeeping

Section 529 Plans for Business Owners: Using Your Business to Fund Education

529 plan basics for business owners: 1. Federal tax treatment. Contributions are NOT deductible for federal income tax purposes. Growth is tax-free.

Sep 5, 2026
Small Business & Bookkeeping

Solo 401(k) and the Mega Backdoor Roth: How Self-Employed Owners Can Save $70,000+ Per Year

A solo 401(k) allows self-employed individuals with no employees (other than a spouse) to contribute up to $70,000 per year (2025) as both employee.

Sep 5, 2026
Small Business & Bookkeeping

Tax Brackets for Small Business Owners: Marginal vs. Effective Rate

A business owner in the 24% bracket does not pay 24% on all income. The effective rate is always lower because income fills lower brackets first.

Sep 5, 2026
Small Business & Bookkeeping

Tax Loss Harvesting for Business Owners: Selling Depreciated Assets and Recognizing Business Losses

Business owners can harvest tax losses by selling depreciated assets, abandoning worthless inventory, or recognizing bad debts.

Sep 5, 2026
Small Business & Bookkeeping

Tax Planning for a High-Income Year: Strategies to Reduce a Windfall Tax Bill

When a business owner has an unexpectedly high-income year (large contract, business sale, one-time gain). Tax reduction strategies ranked by impact: |.

Sep 5, 2026
Small Business & Bookkeeping

Tax Planning for Business Owners Who Are New Parents

New parent business owners can claim the Child Tax Credit ($2,200/child, raised from $2,000 by the OBBBA).

Sep 5, 2026
Small Business & Bookkeeping

Tax Planning for High-Income Years: Income Smoothing Strategies

A business owner earning $80,000 most years but $250,000 in one year pays more lifetime tax than one earning $120,000 every year.

Sep 5, 2026
Small Business & Bookkeeping

Tax Planning When You Have a Baby: Child Tax Credit, Dependent Care, and Business Owner Strategies

A new baby creates tax benefits including the $2,200 child tax credit (raised from $2,000 by the OBBBA), dependent care FSA or credit.

Sep 5, 2026
Small Business & Bookkeeping

Tax-Loss Harvesting for Business Owners: Capital Gains Strategies and Wash Sale Rules

Tax-loss harvesting offsets capital gains with realized losses, reducing your current-year tax bill. The wash sale rule under IRC 1091 limits repurchases.

Sep 5, 2026
Small Business & Bookkeeping

Tax-Loss Harvesting for Business Owners: How to Turn Investment Losses Into Tax Savings

Tax-loss harvesting is the practice of selling investments at a loss to offset capital gains and, within limits, ordinary income.

Sep 5, 2026
Small Business & Bookkeeping

Tax-Loss Harvesting for Small Business Owners with Investment Portfolios

Tax-loss harvesting involves selling losing investments to offset capital gains, reducing tax by up to $3,000/year even without gains.

Sep 5, 2026
Small Business & Bookkeeping

Understanding Tax Brackets and Effective Tax Rates for Small Business Owners (2025)

Small business owners face multiple taxes layered on top of each other: federal income tax (10-37%), self-employment tax (15.3%), and state income tax.

Sep 5, 2026
Small Business & Bookkeeping

Using Business Losses Strategically: How Tax Loss Carryforwards Reduce Future Tax Bills

Business losses from startup years, equipment purchases, or economic downturns create tax loss carryforwards that offset future income.

Sep 5, 2026
Small Business & Bookkeeping

Wash Sale Rule for Business Owners: How IRC 1091 Affects Your Investment Losses

The wash sale rule (IRC 1091) disallows a loss deduction when substantially identical securities are purchased within 30 days before or after the sale.

Sep 5, 2026
Small Business & Bookkeeping

Year-End Tax Loss Harvesting for Small Business Owners

Tax loss harvesting basics: How it works: 1. Identify investments in your taxable brokerage account that have declined in value (unrealized losses) 2.

Sep 5, 2026

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