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Sole Proprietorship

Everything About Sole Proprietorship

11 articles
Sole proprietorship accounting, tax filing, and financial management essentials

Section 162(l) Self-Employed Health Insurance Deduction: A 2026 Guide for Sole Proprietors, Partners, and S-Corp Shareholders

Section 162(l) lets self-employed taxpayers deduct 100% of medical, dental, vision, Medicare, and long-term care premiums above the line on Schedule 1, Line 17 via Form 7206. This guide covers the earned-income ceiling, the subsidized-employer trap, the S-corp W-2 inclusion step, and the ACA Premium Tax Credit iteration for the 2026 tax year.

Single Member LLC: Formation, Taxes, and Liability Protection in 2026

A single member LLC is taxed as a disregarded entity by default but creates the legal separation a sole proprietorship lacks. This guide covers formation steps, the three tax election paths (Schedule C, S-corp via Form 2553, C-corp via Form 8832), and the bookkeeping discipline needed to preserve the liability shield.

From Sole Proprietor to S Corp: When the Switch Pays Off (and When It Backfires)

A sole proprietor netting $100,000 pays roughly $14,130 in self-employment tax that an S corp owner can legally avoid. This guide explains the break-even math, Form 2553 deadlines, reasonable compensation audit triggers, and the annual compliance costs that decide whether the switch actually saves money.

Work-Related Education Tax Deduction: A 2026 Guide for Self-Employed Professionals

Self-employed professionals can deduct work-related education that maintains or improves current job skills, but classes that qualify you for a new trade fail the IRS test under Topic 513. Here is how to apply the rule, document each expense, and report it correctly on Schedule C in 2026.