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Thimble Review

On-demand business insurance by the job, month, or hour

Thimble is an insurtech company that pioneered on-demand business insurance, allowing small businesses and freelancers to purchase coverage for specific jobs, events, or time periods rather than annual commitments. This flexible model is particularly valuable for gig workers, seasonal contractors, event vendors, and project-based professionals who don't need year-round coverage and find annual policies economically inefficient. Thimble's job-based policies can be activated in minutes through a smartphone app, covering the duration of a specific project at a fraction of the annual equivalent cost. Monthly policies are also available for businesses with more regular work patterns. Coverage types include general liability, professional liability, commercial drone, tools and equipment, and event insurance. The COI generation process is instant — a critical feature for contractors who need proof of insurance before starting jobs. Thimble's coverage is backed by A-rated carriers. The mobile app manages all active and past policies, generates certificates, and allows quick policy activation for new jobs. The per-job pricing model makes insurance accessible for newer contractors and sole proprietors who previously avoided coverage due to cost. Thimble serves over 50,000 small businesses across the US.

5-Dimension Score

5-dimension score radar chartAccuracy4.0Speed5.0Ease of Use5.0Pricing4.5Compliance4.5
Last reviewed May 25, 2026Read our methodology →

Information

  • Websitewww.thimble.com
  • From $5/month for general liability; project-based policies available; instant quotes by industry and job type
  • Published date2026/05/25

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