Simply Business vs Progressive Commercial

Two business insurance tools side by side. Prices are the starting plan a small business would pick, in USD.

Short version

  • Simply Business costs less for a six-person team.
  • Simply Business fits agency or studio.
  • Progressive Commercial: Strong for vehicles.
CompareSimply BusinessSimply BusinessProgressive CommercialProgressive
In one lineCompare quotes from several insurers in one formGeneral liability and commercial auto from a big US insurer
Starting priceFrom $20/moFrom $55/mo
Six-person team$20/mo$55/mo
PlansCompares quotes from top carriers; general liability examples from $20/mo (craft vendor) to $85/mo by profession; median general liability $44/mo; US average $40/moGeneral liability median $55/mo in 2025 (average $79/mo); price depends on trade, state, and employees; commercial auto quoted separately
Pricing modelPaidPaid
Free trial——
Usersn/an/a
IntegrationsStandaloneNone needed
Team sizeJust me · 2–10 people · 11–50 peopleJust me · 2–10 people · 11–50 people
Available inUS · UKUS
Phone supportEvery plan (US)Every plan
Live chatNone listedEvery plan
Support hoursPhone: Service: Monday-Friday, 9am-6pm ET (sales 8am-8pm ET)Not published
Incidents postedWe found no public status page for Simply Business.We found no public status page for Progressive.
Trustpilot score4.3 / 5 from 1,948 reviews1.4 / 5 from 49 reviews
Fit: Retail shop7070
Fit: Restaurant or café6568
Fit: Service business8075
Fit: Agency or studio7060
Fit: Trades or contractor8588
Fit: Online store5555
Why people pick it
  • Several carriers compared
  • UK and US
  • Strong for vehicles
  • Quote online in minutes
Where it falls short
  • Service goes through the broker
  • One carrier, no comparison
  • Final price needs a quote
Visit Simply Business Visit Progressive Commercial

Six-person prices are what a team of six would pay on the published plans; "Not listed" means those plans don't cover six. How we calculate prices

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