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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 practical guide to understanding self-employment tax, who pays it, how it differs from income tax, and why it matters for freelancers, contractors, and business owners.

2 min read · 2026-06-16

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Tax Planning

Learn how the HSA tax deduction works, how to calculate your eligible deduction, contribution limits, and common mistakes to avoid when estimating your health savings account tax benefits.

6 min read · 2026-06-22

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Quarterly Taxes

Learn the official 2025 quarterly tax due dates, Form 1040-ES payment schedule, safe harbor rules, and how freelancers, self-employed individuals, and LLC owners can avoid IRS underpayment penalties.

6 min read · 2026-06-21

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Self Employment

Learn which self-employment tax deductions may reduce your taxable business income, how common deductions work, and what records you should keep throughout the year.

4 min read · 2026-06-19

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Quarterly Taxes

A practical guide to understanding estimated tax safe harbor rules, underpayment penalties, and federal tax payment requirements.

2 min read · 2026-06-16

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Quarterly Taxes

A practical guide to understanding quarterly taxes, estimated payments, and federal tax planning for self-employed individuals and independent contractors.

2 min read · 2026-06-16

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Tax Planning

A practical guide to understanding federal tax brackets, marginal rates, taxable income, and how federal income taxes are estimated in 2026.

2 min read · 2026-06-16

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1099 Contractors

A practical guide to understanding the differences between 1099 contractor income and W-2 employee income, including taxes, withholding, and business expense considerations.

2 min read · 2026-06-16

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Business Structures

A practical guide to understanding the tax differences between LLCs and S corporations and when each structure may be appropriate.

2 min read · 2026-06-16

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1099 Contractors

A practical guide to common tax deduction categories for independent contractors, freelancers, and self-employed individuals earning 1099 income.

2 min read · 2026-06-16

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