Hiscox vs Thimble: which one fits your business?

Side-by-side comparison of Hiscox and Thimble — fees, features, ease, support, and which one fits your business. Scored on the same rubric.

Short answer: it's a tie on our scorecard — pick on fit, not score.

Scored onHiscoxThimble
Right fit for small biz88
Ease of use99
Fees & pricing77
Customer support66
Features88
General Liability Starting Price~$30/mo—
Professional Liability Starting Price~$25/mo—
BOP Bundle DiscountUp to 5%—
Policy FeesVaries by state—
Sign-up Fee—$0
Hourly Premium—Starts at ~$5
Additional Insured Cost—$0

Hiscox in one paragraph

Hiscox is the gold standard for fast, digital-first insurance for white-collar solopreneurs, but it loses its edge as soon as your business adds physical risk or employees.

Skip it if: You work in a high-risk trade like roofing or tree removal, as you will likely be declined or overcharged.

Read the full Hiscox review

Thimble in one paragraph

Thimble is the ultimate survival tool for freelancers who need instant, short-term credibility without the burden of an annual contract.

Skip it if: You work 40+ hours every week and can afford the upfront cost of a standard annual policy.

Read the full Thimble review

Frequently asked questions

Who should skip Hiscox?

You work in a high-risk trade like roofing or tree removal, as you will likely be declined or overcharged.

Who should skip Thimble?

You work 40+ hours every week and can afford the upfront cost of a standard annual policy.

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