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a red toy on a table; dental insurance

6 Best Affordable Dental Insurance for Self-Employed in 2026

I learned the hard way that skipping dental care gets expensive fast.…

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By Mark Paulson June 5, 2026

A white piggy bank with drawn muscular arms.; HSA plans

6 Popular Low-Cost HSA Plans for Self-Employed Workers in 2026

I remember opening my first Health Savings Account as a new freelancer.…

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By Emily Lauderdale June 4, 2026

silhouette of person standing on rock surrounded by body of water; affordable life insurance

6 Top Affordable Life Insurance for Self-Employed Professionals in 2026

Running my own business taught me cash flow discipline the hard way,…

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By Hannah Bietz June 3, 2026

black and white number 2; disability insurance

6 Popular Disability Insurance for Self-Employed in 2026

A few years ago, I sat at my kitchen table with a…

By Erika Batsters June 2, 2026

a woman in a wheelchair looking out a window; short-term disability

6 Top Low-Cost Short-Term Disability Insurance for Self-Employed in 2026

Running my own shop taught me one hard truth: a broken wrist…

By Johnson Stiles June 1, 2026

Hands protectively holding an orange piggy bank.; income protection insurance

6 Popular Affordable Income Protection Insurance for Self-Employed in 2026

I remember the first time a client asked me, “What happens if…

By Mike Allerson May 29, 2026

group of person on stairs; workers comp insurance

7 Best Cheapest Workers’ Comp Insurance for Self-Employed in 2026

I’ve spent years helping solo owners and tiny teams sort out insurance,…

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By Mark Paulson May 28, 2026

Two colleagues discussing documents at an office desk.; low-cost liability insurance

7 Top Low-Cost Liability Insurance for Self-Employed in 2026

A few years ago, I hit a wall trying to buy liability…

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By Emily Lauderdale May 27, 2026

a magnifying glass sitting on top of a piece of paper; business insurance packages

7 Best Affordable Business Insurance Packages for Self-Employed in 2026

I learned the hard way that a single client contract can hinge…

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By Hannah Bietz May 26, 2026