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Insureon vs Simply Business

Both are online agencies, not insurers; Insureon quotes 100+ carriers incl. auto, D&O and bonds, Simply Business is Travelers-owned and aimed at micro firms.

Verdict

Insureon and Simply Business are insurance agencies, not insurers. Each runs an online application that sends your answers to several carriers, shows the quotes that come back and lets you buy and download a certificate of insurance. Neither has an AM Best or other financial strength rating, and neither adjusts claims; the rating and the claims handling that matter belong to the issuing insurer on your policy. Because they are agencies, neither appears in the NAIC premium rankings.

The differences are ownership, panel and menu. Insureon has been owned since 2022 by HUB International, through its Specialty Program Group unit, and says it has access to more than 100 insurance companies. Its featured carriers include The Hartford, Chubb, Hiscox, Liberty Mutual, Travelers, Philadelphia Insurance, AmTrust, Acuity, The Hanover and Nationwide. Its agents also place commercial auto, umbrella, D&O, EPLI, crime and surety bonds, and it can reach some surplus lines markets. Simply Business has been owned by Travelers since 2017, lists 18 carriers as of October 2026, and quotes a narrower menu: general liability, professional liability and E&O, BOP, workers' comp (including sole proprietor comp), inland marine, business personal property and cyber. Commercial auto, umbrella and surety bonds are not on its U.S. menu.

Both are paid by commission built into the premium. Insureon may also charge a disclosed technology service fee where states allow it and earns contingent and supplemental commissions. Simply Business discloses commission only. Neither is cheaper in general; the best price comes from whichever carrier appetite fits your class, so you can quote both.

Choose Insureon if

  • You need more than the basics: commercial auto, umbrella, D&O, EPLI, crime or surety bonds from the same agency.
  • You are a technology or professional services firm; Insureon began as TechInsurance in 1997 and built on E&O and cyber.
  • You want a broader carrier panel and an account manager who re-markets your policy at renewal.
  • Your business is larger or more complicated than a sole proprietor and may need some surplus lines options.

Choose Simply Business if

  • You are a sole proprietor, freelancer or micro business, including a contractor whose clients demand a workers' comp certificate.
  • You want a fast online purchase in about 10 minutes, with certificates in your online account and self-service additional insureds.
  • You like that the agency has a stable parent; Travelers bought it in 2017.
  • Your independent agent may place you through a platform it uses: Agentero or SIAA MarketFinder.

Key differences

Insureon Simply Business
What it is Online agency and brokerage Online agency
Owner HUB International (since 2022) Travelers (since 2017)
Carrier panel 100+ insurers, per Insureon 18 carriers, October 2026
Lines beyond basics Auto, umbrella, D&O, crime, bonds Not on its U.S. menu
Fees Commission; possible technology service fee Commission
Phone 800-688-1984, weekdays 855-869-5183, weekdays

Before choosing, check the carrier and its AM Best rating on each quote, because the same agency can show you A++ and much smaller paper side by side. Read the exclusions, confirm claims-made terms on E&O and cyber, and remember that claims go to the insurer, not the agency. See buying business insurance online: what works and what to watch, how commercial insurance brokers get paid, independent agent, broker, captive agent or direct? and the business insurance quote comparison worksheet.

Side by side

Insureon Simply Business
Type Small business specialists Small business specialists
Business customer service 800-688-1984 855-869-5183
Website insureon.com simplybusiness.com
Small business quotes insureon.com/small-business-insurance simplybusiness.com/business-insurance
Headquarters Chicago, Illinois Boston, Massachusetts (U.S.); London, United Kingdom (group)
Founded 2011 2005
Ownership Owned by HUB International since 2022, through its Specialty Program Group (SPG) unit Owned by The Travelers Companies, Inc. (NYSE: TRV) since 2017
Parent company HUB International (Specialty Program Group LLC) The Travelers Companies, Inc.
Where it writes business insurance Licensed in all 50 states; insures only businesses based in the United States Licensed insurance producer in all 50 states and D.C.; individual carriers and coverages vary by state
How it sells Direct online agency and brokerage with licensed agents by phone and email Direct online agency with licensed agents by phone; also through independent agents (SIAA MarketFinder, Agentero) and partner platforms
Markets it serves Small and mid-sized businesses, sole proprietors and freelancers, with a long-standing technology niche Sole proprietors, freelancers and micro and small businesses
Online service One online application returns quotes from several carriers; buy online and download a certificate of insurance, often within hours; customer portal with account manager contact. Online quote and purchase in about 10 minutes; certificates of insurance downloadable from the online account (also to Apple or Google wallet); AI insurance advisor (2025) and a ChatGPT app for price estimates (2026).
Combined ratio (2025, as reported) — 91.7% (Travelers, Business Insurance segment (parent of Simply Business); GAAP)
Best suited to Small businesses, especially tech firms, consultants and contractors, that want to compare quotes online but also want a licensed agent and an account manager at renewal. Sole proprietors and very small businesses that want to compare general liability, professional liability, BOP or workers' comp quotes online and buy on the spot.
Business insurance lines
  • General liability
  • Business owner's policy
  • Workers' compensation
  • Professional liability
  • Errors and omissions
  • Cyber insurance
  • Commercial auto
  • Commercial property
  • Commercial umbrella
  • Directors and officers
  • Employment practices liability
  • Inland marine
  • Commercial crime
  • Surety bonds
  • Special event insurance
  • General liability
  • Professional liability
  • Errors and omissions
  • Business owner's policy
  • Workers' compensation
  • Sole proprietor workers' compensation
  • Employers' liability
  • Inland marine
  • Business personal property
  • Cyber liability
Industries it targets
  • Information technology
  • Construction and contractors
  • Consulting
  • Cleaning services
  • Finance and accounting
  • Food and beverage
  • Healthcare
  • Landscaping
  • Media professionals
  • Personal care
  • Real estate
  • Retail
  • Sports and fitness
  • Pet businesses
  • Building and construction
  • Cleaning and maintenance
  • Professional services
  • Landscaping and outdoor maintenance
  • E-commerce and online retail
  • Retail stores
  • Food and restaurants
  • Home-based businesses
  • Freelancers and independent contractors

Facts come from each insurer's profile, where every figure carries its source and review date. Premiums are personal: compare quotes for the same coverage, not just companies.

Last reviewed October 10, 2026

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