Self-Employed & Business

Self-Employed & Business

How to Set Up and Run an ICHRA or QSEHRA: The 2026 Employer Compliance Guide

You have ruled out a group plan and picked an HRA. Now you have to actually operate one — plan document, employee classes, the 90-day notice, substantiation, affordability math, and payroll. Here is the build, in the order you have to do it.

Aug 2, 2026 · 11 min read

Self-Employed & Business

Health Insurance for App-Based Gig Workers: Uber, DoorDash, Instacart and Upwork in 2026

Platform gig work is not freelancing with a phone. Here is what Uber's and DoorDash's injury cover actually pays for, which states hand app-based drivers real health dollars, how 1099-NEC and 1099-K differ in 2026, and how to keep a Marketplace subsidy accurate when your earnings move every week.

Aug 1, 2026 · 11 min read

Self-Employed & Business

The Self-Employed Health Insurance Deduction: How It Works in 2026

Self-employed and paying your own premiums? Learn who qualifies for the self-employed health insurance deduction in 2026, what counts, the income cap, and how to claim it on Form 7206.

Jul 31, 2026 · 9 min read

Self-Employed & Business

Small Business Group Health Insurance: Employer Guide to Group, ICHRA, and QSEHRA (2026)

Group plan, ICHRA, or QSEHRA? An employer's 2026 guide to eligibility caps and the premium-tax-credit interaction that makes or breaks the choice.

Jul 6, 2026 · 8 min read

Self-Employed & Business

Health Insurance for the Self-Employed and Freelancers With Irregular Income (2026)

A 2026 playbook for 1099 workers: the self-employed health deduction on Schedule 1 and estimating a lumpy MAGI so subsidy reconciliation never bites.

Jun 27, 2026 · 8 min read