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Guides · Tax Planning

Tax Planning guides

167 plain-English guides on tax planning, each one ending in what to do next.

All Cross-BorderUS TaxCanadian TaxSmall Business & BookkeepingCFO & AdvisoryTax Planning
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QBI and pass-through deductionsRetirement and benefit plansTax credits and incentivesCharitable giving for business ownersThe owner's personal tax planningYear-end and seasonal planningTax planning by industry
Tax Planning

Additional Medicare Tax: The 0.9% Surtax on High Earners and How It Interacts With SE Tax

The Additional Medicare Tax (IRC 3101(b)(2)) imposes a 0.9% surtax on wages and self-employment income exceeding $200,000 (single) or $250,000 (MFJ).

Sep 5, 2026
Tax Planning

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
Tax Planning

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
Tax Planning

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
Tax Planning

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
Tax Planning

Backdoor Roth IRA for High-Income Business Owners

High-income business owners blocked from direct Roth contributions can use the backdoor Roth IRA. Step-by-step mechanics and the pro-rata trap.

Sep 5, 2026
Tax Planning

Business Credit Card Tax Rules: Rewards, Interest, and Deductions

Business credit card interest is deductible if the card is used exclusively for business. Business credit card tax rules: Interest deductibility: - Credit.

Sep 5, 2026
Tax Planning

Business Tax Credits You May Be Missing: WOTC, Disabled Access, Small Employer Health, and Energy Credits

Tax credits are more valuable than deductions because they reduce tax dollar-for-dollar rather than just reducing taxable income.

Sep 5, 2026
Tax Planning

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
Tax Planning

Captive Insurance for Small Businesses: How 831(b) Micro-Captives Work and the IRS Risks

A captive insurance company is a wholly owned subsidiary formed to insure the risks of its parent company. 831(b) micro-captive basics.

Sep 5, 2026
Tax Planning

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
Tax Planning

Donating Appreciated Stock to Charity: The Double Tax Benefit for Business Owners

Donating appreciated long-term capital gain property (stocks, real estate. Charitable contribution deduction limits (2025):.

Sep 5, 2026
Tax Planning

Charitable Contribution Deductions for Small Business Owners

Sole proprietors and S-Corp shareholders deduct charitable contributions on their personal return (Schedule A), not the business return.

Sep 5, 2026
Tax Planning

Business Charitable Contributions: Deduction Rules for LLCs, S-Corps, and C-Corps

The deductibility of charitable contributions depends entirely on the business entity structure. Charitable contribution deduction by entity type: |.

Sep 5, 2026
Tax Planning

Charitable Contributions for Small Business Owners: Deduction Rules by Entity Type

Charitable deduction by entity type: - Sole proprietor (Schedule C): Charitable contributions are NOT deductible on Schedule C.

Sep 5, 2026
Tax Planning

Charitable Donation Rules for Business Owners: What's Deductible and Where to Report It

Sole proprietors deduct charitable contributions on Schedule A (personal itemized deductions), not Schedule C. Charitable deduction rules by entity.

Sep 5, 2026
Tax Planning

Donor-Advised Funds and Charitable Donation Strategies for Small Business Owners

Business owners can donate cash (60% AGI limit), appreciated stock (30% AGI limit, no capital gains tax), or inventory. Covers key rules, filing.

Sep 5, 2026
Tax Planning

Charitable Giving Strategies for Business Owners: Cash, Property, Donor-Advised Funds, and Entity-Level Deductions

Bunching multiple years of charitable gifts into one tax year pushes itemized deductions above the standard deduction threshold, maximizing the benefit.

Sep 5, 2026
Tax Planning

Charitable Giving Strategies for Business Owners: Donor-Advised Funds, CRTs, Qualified Charitable Distributions, and Bunching

Business owners have access to charitable giving strategies that go far beyond writing a check. Charitable contribution AGI limits (2025): | Contribution.

Sep 5, 2026
Tax Planning

Charitable Giving Tax Strategies: Donor-Advised Funds, Appreciated Property, and CRTs

Strategic charitable giving can produce significant tax benefits for business owners beyond the standard cash donation deduction.

Sep 5, 2026
Tax Planning

Charitable Giving Strategies for Business Owners: Donor-Advised Funds, Appreciated Stock, and Charitable Remainder Trusts

Business owners who want to maximize the tax benefit of charitable giving have several strategies available that go far beyond writing a check.

Sep 5, 2026
Tax Planning

Charitable Giving Tax Strategies for Small Business Owners

Business owners can deduct charitable contributions through the business (C-Corp) or personally (pass-through). Donating appreciated stock avoids.

Sep 5, 2026
Tax Planning

Charitable Remainder Trusts for Business Owners: Tax-Free Asset Sales and Lifetime Income

A charitable remainder trust (CRT) allows a business owner to transfer appreciated assets to an irrevocable trust. CRAT vs.

Sep 5, 2026
Tax Planning

Conservation Easements: How Land Preservation Can Produce Significant Tax Deductions (and the IRS Crackdown)

A conservation easement is a legal agreement between a landowner and a qualified organization (typically a land trust or government entity).

Sep 5, 2026