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Reviewed by David Chen, CFPยฎ ยท May 8, 2026
Home โ†’ Thimble vs Next Insurance 2026

Thimble vs Next Insurance: 2026 Comparison

Both Thimble and Next Insurance are freelancer-focused liability insurers, but they take fundamentally different approaches. Here's which is better for your situation.

Quick Verdict

Choose Thimble for occasional gigs (less than 100 hours/year of work) โ€” pay by the hour or job. Choose Next Insurance for full-time freelancing or if you want a single annual policy. Thimble: $5-25/hour. Next: $30-150/month.

Thimble: By-The-Job Liability

Thimble pioneered hourly liability insurance for gig workers and freelancers. You buy coverage for the specific hours you're working โ€” perfect for weekend warriors, occasional contractors, and event vendors. Coverage starts at $5/hour for $1M in general liability. Available in all 50 states. Best for: photographers, event planners, handymen, fitness instructors, occasional freelance services.

Next Insurance: Annual Coverage

Next Insurance offers traditional annual policies but with modern online buying. General liability + commercial auto + workers' comp bundles for self-employed. Coverage from $30-150/month depending on profession and revenue. Available in all 50 states. Best for: full-time freelancers, agencies, contractors with employees, and anyone with $50K+ in annual revenue.

Side-by-Side Cost Comparison

Photographer doing 40 weddings/year: Thimble $1,000-2,400/year vs Next $480-720/year โ€” Next wins. Handyman doing occasional jobs: Thimble $200-600/year vs Next $360-840/year โ€” Thimble wins. Web designer with steady clients: Thimble not ideal vs Next $500/year โ€” Next wins.

Customer Service & Claims

Both have 4.5+ star ratings on Trustpilot. Next Insurance has been in business longer (2016 vs Thimble's 2017) and has handled more claims. Thimble has more responsive in-app support. Both pay claims within 14-30 days.

Top Providers 2026

Editor's Choice
Thimble โ€” By-The-Job
Best for occasional gigs. Hourly liability from $5/hour.
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Editor's Choice
Next Insurance โ€” Annual
Best for full-time freelancers. Annual policies from $30/month.
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Hiscox โ€” Premium
Best for high-income freelancers needing $2M+ coverage.
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biBerk โ€” Budget
Affordable single-coverage. Backed by Berkshire Hathaway.
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Frequently Asked Questions

Health insurance comes first since one medical event can wipe out savings. Add general liability ($1M+) once you start serving clients. Disability insurance is critical for income protection.
Total insurance costs for full-time freelancers range $400-$1,200/month depending on income, location, and coverage choices. Tax deductions can reduce net cost by 25-40%.
Health insurance is 100% deductible for self-employed workers. General liability, professional liability, and other business insurance are 100% deductible business expenses. Disability insurance premiums are not deductible (but benefits are tax-free).