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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.

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Tax Planning

SEP IRA vs. Solo 401(k) vs. SIMPLE IRA: Retirement Plan Comparison for Small Business

Solo 401(k) allows the highest contribution ($23,500 employee + 25% employer, up to $70,000 combined for 2025). Compare SEP-IRA, solo 401(k), and SIMPLE.

Sep 5, 2026
Tax Planning

Retirement Plans for Small Businesses with Employees: SIMPLE IRA, SEP, and 401(k)

Small businesses with employees have different retirement plan considerations than solo operators. Retirement plans for businesses with employees.

Sep 5, 2026
Tax Planning

Small Business Retirement Plans: Solo 401(k) vs. SEP IRA vs. SIMPLE IRA (2025)

The Solo 401(k) allows the highest contributions ($70,000 in 2025 for those under 50, $73,500 for 50+, $81,250 for ages 60-63).

Sep 5, 2026
Tax Planning

Retirement Plan Startup Tax Credit: Up to $15,000 for New 401(k) or SIMPLE Plans (SECURE 2.0)

Small businesses with up to 50 employees can claim a tax credit of up to $5,000/year for 3 years for starting a retirement plan.

Sep 5, 2026
Tax Planning

R&D Tax Credit for Small Businesses (IRC 41): Complete Guide

Small businesses with under $5 million in gross receipts can use the R&D credit to offset payroll tax (up to $500,000/year).

Sep 5, 2026
Tax Planning

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
Tax Planning

Tax Planning for Seasonal Businesses: Cash Flow, Estimated Taxes, and Year-Round Deductions

Seasonal businesses face unique tax challenges because income is concentrated in a few months while many expenses occur year-round.

Sep 5, 2026
Tax Planning

Section 199A QBI Deduction: Aggregation, SSTB Rules, and Maximizing the 20% Pass-Through Deduction

The Section 199A qualified business income (QBI) deduction allows pass-through business owners to deduct up to 20% of qualified business income.

Sep 5, 2026
Tax Planning

Section 199A QBI Deduction: The Complete Guide for Small Business Owners

The qualified business income deduction under IRC 199A provides a 20% deduction on pass-through business income. QBI deduction framework: Below the income.

Sep 5, 2026
Tax Planning

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
Tax Planning

Self-Employed Health Insurance Deduction: Rules for Sole Proprietors and S-Corp Owners

Self-employed individuals can deduct 100% of health insurance premiums (medical, dental, vision) for themselves, their spouse, and dependents.

Sep 5, 2026
Tax Planning

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
Tax Planning

The Complete SSTB List: Which Businesses Lose the QBI Deduction Above the Income Threshold?

A specified service trade or business (SSTB) loses the QBI deduction when income exceeds $191,950 (single) or $383,900 (MFJ).

Sep 5, 2026
Tax Planning

State and Local Tax (SALT) Deduction: The $10,000 Cap and Pass-Through Entity Tax Workaround

The TCJA capped the state and local tax (SALT) deduction at $10,000 ($5,000 married filing separately) for individual filers.

Sep 5, 2026
Tax Planning

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
Tax Planning

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
Tax Planning

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
Tax Planning

Tax Considerations for Franchise Businesses: Fees, Depreciation, and Entity Selection

Franchise businesses have unique tax considerations that differ from independent businesses, starting with the treatment of the initial franchise fee.

Sep 5, 2026
Tax Planning

Small Business Tax Credits: Disabled Access, R&D, Work Opportunity, and More

Tax credits reduce your tax dollar-for-dollar, not just your taxable income. Tax credits are fundamentally different from tax deductions.

Sep 5, 2026
Tax Planning

Tax Credits for Small Employers: WOTC, Disability Access, SHOP, and Retirement Plan Startup Credits

Small employers can reduce their tax liability dollar-for-dollar through several targeted credits. Small employer tax credits summary.

Sep 5, 2026
Tax Planning

Franchise Business Tax Rules: Deducting Franchise Fees, Royalties, and Startup Costs Under IRC 195 and IRC 197

Franchising presents unique tax rules that differ from starting an independent business. Franchise cost tax treatment. Includes IRS rules, documentation.

Sep 5, 2026
Tax Planning

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
Tax Planning

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
Tax Planning

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