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Tax updates & planning

Federal tax updates, freelancer planning notes, and IRS-related explainers. Educational content reviewed against public IRS sources where applicable — not personalized tax advice.

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Self Employment Tax Explained

A federal-only overview of self-employment tax: what it funds, who it generally applies to, and how it differs from employee FICA withholding.

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Self Employment

Walk through the federal mechanics behind Schedule SE: net earnings factor, Social Security wage base, Medicare rate, and deductible portion.

1 min read · 2026-06-16

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Self Employment

2025 federal self-employment tax rates, Social Security wage base, and Medicare components using IRS-published constants.

2 min read · 2026-06-16

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1099 Contractors

Compare how federal taxes on W-2 wages and 1099 contractor income are generally modeled—not worker classification or legal advice.

1 min read · 2026-06-16

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1099 Contractors

How ordinary and necessary business expenses reduce net 1099 income for federal self-employment and income tax estimates.

1 min read · 2026-06-16

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Quarterly Taxes

Federal quarterly estimated tax payments for self-employed taxpayers: who may need them, how they relate to Form 1040-ES, and planning concepts.

1 min read · 2026-06-16

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Quarterly Taxes

IRS safe harbor concepts for federal estimated tax: 90% of current year, 100% or 110% of prior year, and how planners use them in worksheets.

1 min read · 2026-06-16

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Business Structures

Federal tax comparison concepts between a default LLC sole proprietor and an S corporation with owner salary—educational only, not entity advice.

1 min read · 2026-06-16

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Business Structures

What "reasonable salary" means in federal S corporation planning conversations—and what TaxChecker models (and does not model).

1 min read · 2026-06-16

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Tax Planning

How 2025 federal income tax brackets work by filing status, sourced from IRS Revenue Procedure 2024-40 for planning estimates.

1 min read · 2026-06-16

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