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insurance

Insurance guides for freelancers and the self-employed: health, dental, disability, liability and workers’ compensation coverage. Each guide explains what the coverage does, when it is required and how premiums are treated for tax purposes.

Business Insurance for Independent Contractors: What You Need and What It Costs

October 22, 2026 by TaxSoloist Editorial Team
Business Insurance for Independent Contractors: What You Need and What It Costs

General liability, professional liability, client contract requirements and what drives the price of business insurance for independent contractors.

Categories Freelance Life Tags deductions, independent-contractor, insurance, liability-insurance

Workers’ Comp for Self-Employed: Do You Actually Need It?

October 21, 2026 by TaxSoloist Editorial Team
Workers' Comp for Self-Employed: Do You Actually Need It?

State rules, who must carry workers’ comp, California contractor exemptions, and alternatives like occupational accident insurance.

Categories Freelance Life Tags independent-contractor, insurance, workers-compensation

Affordable Health Insurance Options for the Self-Employed

October 17, 2026 by TaxSoloist Editorial Team
Affordable Health Insurance Options for the Self-Employed

How ACA marketplace subsidies, the self-employed health insurance deduction, and HSAs fit together for self-employed coverage.

Categories Freelance Life Tags deductions, insurance

Current Mortgage Rates for the Self-Employed in Essex County

October 12, 2026September 25, 2026 by TaxSoloist Editorial Team
Current Mortgage Rates for the Self-Employed in Essex County

Why self-employed borrowers in Essex County are underwritten differently than W-2 buyers, and how your own deduction strategy can work against you.

Categories State & Local Guides Tags insurance, self-employed-finance, state-taxes

MassHealth Guide: How to Provide Proof of Income as an Independent Contractor

October 12, 2026September 24, 2026 by TaxSoloist Editorial Team
MassHealth Guide: How to Provide Proof of Income as an Independent Contractor

What documents MassHealth actually accepts as proof of self-employment income, and how to handle irregular or recently-changed income.

Categories State & Local Guides Tags insurance, self-employed-finance, state-taxes

Solo 401(k) vs. SEP IRA: Which Is Better for Self-Employed Retirement?

October 16, 2026September 20, 2026 by TaxSoloist Editorial Team
Solo 401(k) vs. SEP IRA: Which Is Better for Self-Employed Retirement?

How a Solo 401(k) and a SEP IRA differ in contribution room and flexibility, and which one fits depending on your income and timing.

Categories Retirement Planning Tags insurance, retirement
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