Simply Business

Insurance comparison marketplace for trade businesses

Visit Simply Business β†’
Price band Quote only
Rough cost Premiums vary; brokerage service at no direct cost to you
Company size Solo to ~100 staff
Category Insurance

What Simply Business is

Simply Business is a broker rather than a carrier, collecting your details once and returning quotes from multiple insurers so you can compare price and coverage. For a contractor with an unusual trade mix or a prior claim, a marketplace often beats going direct.

Best for

Contractors who want to compare multiple carriers without calling each one

Watch out

Compare coverage terms and exclusions rather than just premium β€” the cheapest quote frequently has the narrowest coverage.

What it does well

  • Multiple carrier quotes from one application
  • Licensed agents available by phone
  • Covers many trade classifications
  • Useful when carriers decline direct applications

Integrates with

Certificate delivery Β· Policy portal

Integration lists change often and "integrates" can mean anything from a real two-way sync to a one-way push through Zapier. Ask the vendor which fields move, in which direction, and how often.

Before you commit

  • Match coverage to your actual exposure and contract requirements β€” a cheap policy with the wrong limits is a liability.
  • Instant certificate of insurance generation is worth real money when commercial clients ask for one.
  • Confirm whether tools and equipment are covered, and at replacement cost or actual cash value.
  • Lien rights run on hard statutory deadlines that vary by state. Calendar them the day you start a job.
  • Keep licence, insurance, and registration renewals in one place with a named owner, not in someone’s memory.

How to judge it in a trial

Run one real job through it end to end β€” not the demo data. Quote it, schedule it, do it, invoice it, take the payment. Then ask the only question that matters on day 400: did the people who have to use this every day find it faster than what they do now? Friction you notice in week one compounds forever, and tool-hopping costs more than any feature gap.

Compare

Alternatives to Simply Business

Other tools solving the same problem, for a similar kind of business.

Hiscox

Quote only

Small business insurance from an established specialty insurer

Solo to ~50 staff

Best for: Small contractors wanting a traditional carrier with online convenience

NEXT Insurance

Quote only

Instant online trade insurance with same-day certificates

Solo to ~50 staff

Best for: Small contractors who need coverage and certificates quickly and cheaply

Collect and monitor subcontractor insurance and documents

5+ subcontractors

Best for: Contractors who routinely hire subcontractors and need current documentation

Thimble

Pay per use

On-demand liability insurance by the job, day, or month

Solo and part-time

Best for: Part-time and occasional contractors, or one-off jobs requiring proof of coverage

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