Simply Business vs USI Insurance Services

Consider Simply Business if your business fits small businesses, and USI Insurance Services if it fits technology or cyber businesses and middle-market or larger organizations. Their catalogues overlap on commercial property, cyber, general liability; compare each quote route, identified insurer and policy form before choosing. 1,16

Introduction

This comparison pairs small businesses through Simply Business with technology or cyber businesses and middle-market or larger organizations through USI Insurance Services. Their coverage catalogues share commercial property, cyber, general liability. If one of those lines fits your business, compare the proposed forms and quote routes side by side; listed lines do not establish equal policy terms or eligibility. 1 16

Coverage Comparison

CoverageSimply BusinessUSI Insurance Services
Business owner’s policyListed 10Not listed
Cargo and transitNot listedListed 24USI arranges cargo and transit insurance.
Commercial autoNot listedListed 23,25USI arranges commercial auto insurance.
Commercial propertyListed 11,10Offered as part of a BOP, rather than as a standalone policy.Listed 24,23USI arranges commercial property insurance.
CrimeNot listedListed 25USI arranges crime insurance.
Cyber liabilityListed 13Add-on for select buyers purchasing another business policy; phone quote route.Listed 24,29,23USI arranges cyber insurance.
Directors and officersNot listedListed 24,25USI arranges directors and officers liability insurance.
Employee health and benefitsNot listedListed 28USI advises employers on health-plan design, medical costs, pharmacy and benefits administration.
Employment practices liabilityNot listedListed 25USI arranges employment practices liability insurance.
Fiduciary liabilityNot listedListed 25USI arranges fiduciary liability insurance.
General liabilityListed 7Listed 23,25USI arranges general liability insurance.
Kidnap and ransomNot listedListed 25USI arranges kidnap and ransom insurance.
Management liabilityNot listedListed 25USI arranges management liability coverage, including directors and officers, employment practices, fiduciary and crime insurance.
Medical malpracticeNot listedListed 27USI arranges medical malpractice insurance.
Product liabilityNot listedListed 24,23USI arranges product liability insurance.
Professional errors and omissions (E&O)Listed 9Listed 25USI arranges professional errors and omissions insurance.
Representations and warrantiesNot listedListed 26USI arranges representations and warranties insurance.
Surety bondsNot listedListed USI arranges contract, commercial and international surety bonds.
Technology errors and omissions (E&O)Not listedListed 24USI arranges technology errors and omissions insurance.
Tools, equipment and inland marineListed 12Not listed
Umbrella and excess liabilityNot listedListed 23,25USI arranges umbrella and excess liability.
Workers’ compensationListed 8Listed 23,25USI arranges workers’ compensation insurance.

A listing may be arranged through an insurer or partner. “Not listed” means this catalogue has no separate offering recorded; ask the provider whether it can quote the coverage and request the policy terms.

Current Spot Scores

Each score uses the rubric for that provider’s documented role. Providers with more than one role may have a score for each.

USI Insurance Services

Broker

Broker

5.3/ 10

Assessed provider: USI Insurance Services. Scope: USI Insurance Services LLC and its U.S. brokerage and risk-consulting operation for property-casualty, technology, executive, employee-benefit and related commercial risks; the evidence covers placement and claims-support roles and does not identify USI as a risk-bearing insurer.

Provider assessment

Review Scores

These averages can combine ratings for different products, locations, and customer groups, including approximate BBB grade conversions. Read each review for the sources, scope, and calculation.

Simply Business

5.7/ 10

Review Score

4 rated sources

Customers disagree about Simply Business. Trustpilot shows 4.3 out of 5 from 1,901 reviews, but BBB customers give it 1.95 from 20 reviews and ConsumerAffairs shows 1.0.[6][10][7]

Read Simply Business reviews

USI Insurance Services

6.4/ 10

Review Score

1 rated source

USI’s public feedback is too sparse and office-specific for a firmwide verdict. Check the local team’s responsiveness and experience with your type of business.[4][6][8]

Read USI Insurance Services reviews

Key Differences Between Simply Business and USI Insurance Services

Business Fit and Coverage

The catalogues share commercial property, cyber, general liability; other listed lines appear in the comparison table. For the overlap, match the policy forms, limits, exclusions and endorsements before treating the products as alternatives. A shared line name does not establish equal protection or eligibility.

Simply Business says it serves small businesses and solopreneurs and lists examples such as contractors, cleaning businesses, LLCs and sole proprietors. These examples describe its stated audience, not guaranteed insurer eligibility or availability. 1,6,2Company-reported. Company-described U.S. audience; eligibility varies by insurer, state and business details.

USI says it has served over 500,000 clients nationwide and positions itself as a middle-market brokerage and consulting firm. Its Technology practice describes clients including software, hardware, networking, semiconductors, or communications companies from early seed stage through IPO. Public pages do not publish a minimum revenue, headcount, or California-startup eligibility screen. 16,24,35Company-reported. Company marketing of client types. Not an underwriting appetite or guaranteed acceptance statement.

USI’s Technology practice lists insurance placement for property; business income and contingent business income; worldwide cargo and stock; errors and omissions; product liability; directors and officers liability; network security / USI PrivaSafe; and international. Those labels describe brokerage services. Limits, exclusions, insurer, and whether a given startup qualifies remain in a quote and policy. 24,29Company-reported. Technology practice product list on usi.com as of access date. International is listed as a service theme, not a shared coverage-line key.

Roles and Quote Access

Simply Business describes its U.S. service as an online commercial-insurance marketplace and licensed producer connecting business customers with insurers. Its June 30, 2026 Terms identify Simply Business, LLC and Harborway Insurance Agency, LLC d/b/a Harborway Insurance as licensed producers, with Harborway a Simply Business subsidiary; the Terms say Harborway policies are underwritten by Spinnaker Insurance Company. Other site policies are underwritten by third-party providers, so the selected issuer depends on the offer and policy. These roles and license statements are company-reported. The contact-page footer says Simply Business, LLC is licensed in all U.S. states and D.C.; for California it says the company operates under the name Simply Business Insurance Agency, LLC and displays License #0M20593. The footer also lists Colorado, New York, Pennsylvania and Texas operating names; it gives no other license identifiers. No regulator lookup was performed or required for this candidate. 1,2,14,3Company-reported. U.S. commercial insurance distribution described by the company. Simply Business, LLC, Simply Business, Inc., Harborway Insurance Agency, LLC, the stated parent and each policy issuer are distinct. The Inc./LLC relationship remains unresolved.

USI describes itself as a U.S. insurance brokerage and consulting firm that arranges property and casualty, employee benefits, personal risk, program, and retirement solutions. The reviewed official pages do not identify USI as the insurer that issues commercial policies. 16,15,22,35Company-reported. Brand and operating description on current USI about and homepage materials, plus the 31 August 2026 Aon announcement’s About USI text. Role of any affiliate insurer is outside this fact.

The company advertises online quotes and weekday phone access to licensed agents. Its Terms say a quote is not guaranteed and Simply Business cannot bind a risk without panel-member approval; a quote or online purchase path does not establish that every applicant can bind online. 3,2Company-reported. Published U.S. quote and service channels. Binding depends on panel-member approval and the individual offer.

USI does not publish a self-serve commercial quote flow on the reviewed pages. Technology and P&C inquiries are directed to pcinquiries@usi.com or a local office. The contact page includes a website message box that USI warns is not secured in transit and should not be used for sensitive information. Small- and medium-sized management-liability inquiries are also directed to Select.Business@usi.com. No public binding timetable or online eligibility tool was found. 24,23,19,31Company-reported. Public inquiry paths as of access date. Not an application completeness or speed claim.

Use these routes to plan who will assemble the submission and whether you can complete the purchase online or need an agent or broker. Ask Simply Business and USI Insurance Services to confirm the route for your state, coverage and business details; an online quote path alone does not show that a risk can be bound. 3 24

Policy Service and Claims

The company describes account access for policy documents, certificates, account updates and adding coverage; help material routes some changes to an agent or insurer. Not every policy change is described as self-service. 3,4,2Company-reported. Company-described post-purchase service paths; available tasks may depend on policy and insurer.

USI describes USI ONE as a proprietary consultative process that combines Omni analytics, a national network of specialists, and an enterprise planning process. Technology and P&C pages say clients receive tailored recommendations aimed at total cost of risk. Those are company descriptions of advisory method, not independently verified service outcomes. 17,24,23Company-reported. Company-described brokerage and consulting process. Savings or outcome figures in case studies are not adopted as independent findings.

The Terms say third-party insurers underwrite site policies and each provider handles claims on its own policies; the Help Center directs policyholders to identify and contact the insurer. This establishes a published route, not agency assistance after notice or claim outcomes. 2,4Company-reported. General site-policy claim responsibility. Harborway/Spinnaker applies only to the named Harborway placement relationship.

USI’s contact page tells people seeking claims assistance to contact the appropriate USI office. A May 2021 claims kit instructs clients to report property, workers’ compensation, general liability, and commercial auto claims to the insurance company, and to involve the USI account team or claims consultant for environmental, executive/management liability, professional liability/E&O, and cyber. Natural-disaster guidance likewise points commercial P&C clients to their claims representative or client service team. The materials describe reporting assistance, not claims-handling quality or authority to settle. 19,33,34,23Company-reported. Public claims-reporting instructions. The 2021 kit may not reflect every current account’s reporting rules.

Compare the practical handoffs for documents, policy changes, renewal questions and claim notices. A listed support route describes access to help, not a claim outcome or a guarantee of service speed.

What to Confirm in Quotes

Request quotes for the same business details, coverage lines, limits, deductibles or retentions and policy period. Ask Simply Business and USI Insurance Services to name the producer and issuing insurer for each proposed policy, confirm who can bind it, and itemize any customer fees or intermediary compensation. For the overlapping commercial property, cyber, general liability, compare the actual insuring agreement, exclusions, sublimits and endorsements. Also confirm who handles account changes and receives claim notices. 1 29 2 22

Compare Services

What each provider documents about the services you may need

CriteriaSimply BusinessUSI Insurance Services
Business role

Simply Business describes its U.S. service as an online commercial-insurance marketplace and licensed producer connecting business customers with insurers. Its June 30, 2026 Terms identify Simply Business, LLC and Harborway Insurance Agency, LLC d/b/a Harborway Insurance as licensed producers, with Harborway a Simply Business subsidiary; the Terms say Harborway policies are underwritten by Spinnaker Insurance Company. Other site policies are underwritten by third-party providers, so the selected issuer depends on the offer and policy. These roles and license statements are company-reported. The contact-page footer says Simply Business, LLC is licensed in all U.S. states and D.C.; for California it says the company operates under the name Simply Business Insurance Agency, LLC and displays License #0M20593. The footer also lists Colorado, New York, Pennsylvania and Texas operating names; it gives no other license identifiers. No regulator lookup was performed or required for this candidate. 1,2,14,3Company-reported. U.S. commercial insurance distribution described by the company. Simply Business, LLC, Simply Business, Inc., Harborway Insurance Agency, LLC, the stated parent and each policy issuer are distinct. The Inc./LLC relationship remains unresolved.

USI describes itself as a U.S. insurance brokerage and consulting firm that arranges property and casualty, employee benefits, personal risk, program, and retirement solutions. The reviewed official pages do not identify USI as the insurer that issues commercial policies. 16,15,22,35Company-reported. Brand and operating description on current USI about and homepage materials, plus the 31 August 2026 Aon announcement’s About USI text. Role of any affiliate insurer is outside this fact.

USI’s commissions page states that, as a licensed insurance producer, it may advise on insurance contracts, sell insurance, and obtain coverages for clients. Privacy and staff materials identify the operating company as USI Insurance Services LLC. Current California producer-license status remains independently unverified. 22,21,36Company-reported. Producer role as described by USI. Does not verify license class, surplus-lines authority, or appointment status.

On 31 August 2026, Aon plc announced a definitive agreement to acquire USI from KKR and other shareholders for a $17.0 billion purchase price, with closing expected in the fourth quarter of 2026 subject to customary conditions including regulatory approvals. Aon stated that Aon and USI will continue to operate independently until the closing date. The reviewed announcement does not establish that the transaction has closed. 35Company-reported. Announced transaction status as of the 31 August 2026 release. Does not change a buyer’s existing policy terms by itself.

Application process

The company advertises online quotes and weekday phone access to licensed agents. Its Terms say a quote is not guaranteed and Simply Business cannot bind a risk without panel-member approval; a quote or online purchase path does not establish that every applicant can bind online. 3,2Company-reported. Published U.S. quote and service channels. Binding depends on panel-member approval and the individual offer.

USI does not publish a self-serve commercial quote flow on the reviewed pages. Technology and P&C inquiries are directed to pcinquiries@usi.com or a local office. The contact page includes a website message box that USI warns is not secured in transit and should not be used for sensitive information. Small- and medium-sized management-liability inquiries are also directed to Select.Business@usi.com. No public binding timetable or online eligibility tool was found. 24,23,19,31Company-reported. Public inquiry paths as of access date. Not an application completeness or speed claim.

Servicing and renewals

Simply Business lists licensed-agent phone support Monday through Friday: sales 8 a.m.–8 p.m. Eastern Time and service 9 a.m.–6 p.m. These listed hours do not establish a response-time guarantee. 3Company-reported. Hours displayed on the current U.S. contact page; no actual wait-time observation is implied.

The company describes account access for policy documents, certificates, account updates and adding coverage; help material routes some changes to an agent or insurer. Not every policy change is described as self-service. 3,4,2Company-reported. Company-described post-purchase service paths; available tasks may depend on policy and insurer.

The Help Center FAQ says most customers opt into automatic renewal and gives 60-day notice and 30-day processing timing only for those who opt in. The same Help Center summary and June 30, 2026 Terms use broader automatic-renewal wording without the FAQ’s opt-in qualification. The public descriptions conflict; they do not establish which wording applies to every policy. 4,2Conflicting sources. Company-published descriptions reviewed 2026-09-29. FAQ detail, Help Center summary and Terms are inconsistent; no buyer-specific policy notice was reviewed.

USI describes USI ONE as a proprietary consultative process that combines Omni analytics, a national network of specialists, and an enterprise planning process. Technology and P&C pages say clients receive tailored recommendations aimed at total cost of risk. Those are company descriptions of advisory method, not independently verified service outcomes. 17,24,23Company-reported. Company-described brokerage and consulting process. Savings or outcome figures in case studies are not adopted as independent findings.

USI PATH is described as a proprietary risk-control platform that presents industry loss drivers, improvement areas by coverage line, and curated vendor solutions with preferred pricing and ROI projections. The homepage also markets PATH as guiding clients through risk control from identifying sources of loss to targeting solutions. Performance, ROI, and premium-reduction claims on those pages are company-reported. 32,15Company-reported. Risk-control tool as marketed. Access for a given client is not specified on the public pages.

Claims assistance

The Terms say third-party insurers underwrite site policies and each provider handles claims on its own policies; the Help Center directs policyholders to identify and contact the insurer. This establishes a published route, not agency assistance after notice or claim outcomes. 2,4Company-reported. General site-policy claim responsibility. Harborway/Spinnaker applies only to the named Harborway placement relationship.

USI’s contact page tells people seeking claims assistance to contact the appropriate USI office. A May 2021 claims kit instructs clients to report property, workers’ compensation, general liability, and commercial auto claims to the insurance company, and to involve the USI account team or claims consultant for environmental, executive/management liability, professional liability/E&O, and cyber. Natural-disaster guidance likewise points commercial P&C clients to their claims representative or client service team. The materials describe reporting assistance, not claims-handling quality or authority to settle. 19,33,34,23Company-reported. Public claims-reporting instructions. The 2021 kit may not reflect every current account’s reporting rules.

Customer focus

Simply Business says it serves small businesses and solopreneurs and lists examples such as contractors, cleaning businesses, LLCs and sole proprietors. These examples describe its stated audience, not guaranteed insurer eligibility or availability. 1,6,2Company-reported. Company-described U.S. audience; eligibility varies by insurer, state and business details.

USI says it has served over 500,000 clients nationwide and positions itself as a middle-market brokerage and consulting firm. Its Technology practice describes clients including software, hardware, networking, semiconductors, or communications companies from early seed stage through IPO. Public pages do not publish a minimum revenue, headcount, or California-startup eligibility screen. 16,24,35Company-reported. Company marketing of client types. Not an underwriting appetite or guaranteed acceptance statement.

Fees and compensation

The Terms say Simply Business receives commission or other compensation from or through panel members and that customers may also incur separate processing, administrative, service, installment or cancellation fees. They give no amount or placement-specific applicability; the Terms say charges are disclosed before purchase. 2Company-reported. General disclosure dated 2026-06-30; no specific commission, fee schedule, premium or customer charge was reviewed.

Unless otherwise negotiated, USI says compensation for placing coverage is customarily a commission calculated as a percentage of premium and paid by the insurer. It may also receive additional monetary and non-monetary compensation from insurers or intermediaries (including affiliates), which can be contingent on volume, profitability, or other factors, and some agreements include growth or distribution incentives. Clients may request the nature and source of expected compensation, including on alternative quotes. Standard commission percentages and fee schedules for startup accounts are not published. 22Company-reported. USI’s published producer-compensation disclosure. Account-specific amounts require a proposal.

Sources

Simply Business Official Website

  1. Our Small Business Insurance Story. Simply Business; Opening description and audience; digital marketplace, business types and U.S. service. Accessed 2026-09-29.
  2. Terms of Service. Simply Business; Dated June 30, 2026; §1 lines 22–28; §8 lines 87–113; §10 lines 143–149; §19 line 211. Accessed 2026-09-29.
  3. Contact Us. Simply Business; Opening contact details lines 20–31; licensed-agent phone hours lines 46–59; U.S. licensing and state-specific name disclosures in footer lines 108–111, including California License #0M20593. Accessed 2026-09-29.
  4. Help Center. Simply Business; Claims, account servicing, agent-routed changes, renewal FAQ and Common Topics. Accessed 2026-09-29.
  5. How Simply Business Works. Simply Business; Common types lines 92–160; quote/purchase flow; estimate-method footnotes lines 198–200. Accessed 2026-09-29.
  6. Business Insurance for Small Businesses. Simply Business; Small Business Insurance Coverage Options and policy links. Accessed 2026-09-29.
  7. General Liability Insurance for a Small Business. Simply Business; Coverage lines 51–75; audience lines 61–65, 153–155; application and examples elsewhere on page. Accessed 2026-09-29.
  8. Workers’ Compensation Insurance for Small Business. Simply Business; Coverage and benefits lines 45–69; state/buyer qualifications lines 178–189. Accessed 2026-09-29.
  9. Professional Liability Insurance Coverage. Simply Business; Coverage lines 45–100; buyer examples lines 101–158; online quote steps lines 237–260. Accessed 2026-09-29.
  10. Business Owner’s Policy Insurance. Simply Business; Bundle lines 34–38, 218–243; add-on/exclusion discussion lines 226–243; buyer and quote sections. Accessed 2026-09-29.
  11. Commercial Property Insurance. Simply Business; Lines 15–18 present physical-location cover as part of a BOP; lines 34–49 describe the package; lines 59–63 say it is offered as part of the BOP rather than as a standalone policy and link to a BOP quote. Accessed 2026-09-29.
  12. Inland Marine Insurance. Simply Business; Equipment/inventory lines 15–18, 59–63; examples and quote workflow lines 97–140, 168–191. Accessed 2026-09-29.
  13. Cyber Insurance. Simply Business; Claim types lines 88–105; select-buyer add-on/phone quote lines 171–175; route and last-updated lines 389–395. Accessed 2026-09-29.
  14. Producer Compensation Disclosure (United States). Travelers; Ownership interest in a producer, lines 57–60: Travelers says it owns Simply Business, Inc.; relation to Simply Business, LLC not stated. Accessed 2026-09-29.

USI Insurance Services Official Website

  1. Insurance Brokerage and Consulting. USI Insurance Services; Practice tiles for property and casualty, employee benefit consulting, personal risk, PATH, and Valhalla headquarters footer. Accessed 2026-09-16.
  2. The Power of ONE. USI Insurance Services; History, client-count, nationwide office, and P&C / benefits / personal risk / retirement description. Accessed 2026-09-16.
  3. The USI ONE Advantage. USI Insurance Services; Omni, Network, and Enterprise planning process description. Accessed 2026-09-16.
  4. Find a USI office near you. USI Insurance Services; More than 10,000 professionals, over 200 U.S. offices, serving every state. Accessed 2026-09-16.
  5. Contact Us. USI Insurance Services; Unsecured website message note, Valhalla corporate office, claims-assistance instruction to contact a USI office. Accessed 2026-09-16.
  6. Disclaimer. USI Insurance Services; General-information disclaimer and no-warranty language. Accessed 2026-09-16.
  7. Privacy. USI Insurance Services; Privacy notice identifying USI Insurance Services, California appendix, and disclosure of personal information to insurance carriers as needed to provide services. Accessed 2026-09-16.
  8. Commissions and Fees. USI Insurance Services; Licensed-producer authority, insurer-paid commission default, contingent compensation, and client request right. Accessed 2026-09-16.
  9. P&C Insurance and Risk Consulting. USI Insurance Services; Listed P&C risk exposures, claim advocates, and pcinquiries@usi.com contact. Accessed 2026-09-16.
  10. Technology Insurance. USI Insurance Services; Technology practice client types, seed-to-IPO range, and listed insurance placement lines including PrivaSafe. Accessed 2026-09-16.
  11. Business Services. USI Insurance Services; Listed coverage solutions including D&O, EPL, crime, fiduciary, E&O, cyber, kidnap and ransom, and claim advocacy. Accessed 2026-09-16.
  12. Private Equity. USI Insurance Services; Representations and warranties insurance, employee benefits due diligence, and post-close P&C and benefits servicing. Accessed 2026-09-16.
  13. Healthcare. USI Insurance Services; Medical professional (malpractice) liability, required bonding, and other listed healthcare specialty coverages. Accessed 2026-09-16.
  14. Employee Benefits. USI Insurance Services; Employer benefit consulting services and EBsolutions@usi.com contact. Accessed 2026-09-16.
  15. USI Exclusive PrivaSafe. USI Insurance Services; Manuscripted cyber and privacy program description. Accessed 2026-09-16.
  16. Protect Your Organization From Increasing Third-Party Cyber Exposures. USI Insurance Services; PrivaSafe risk-transfer description and review of existing cyber and technology E&O policies before marketing. Accessed 2026-09-16.
  17. Protect Your Company and Personal Assets From Management Liability Risks. USI Insurance Services; ExecuSafe program for D&O and management liability, including EPL, fiduciary, and crime; Select.Business@usi.com. Accessed 2026-09-16.
  18. Reduce Claims and Costs by Optimizing Your Risk Control. USI Insurance Services; USI PATH proprietary risk-control platform description. Accessed 2026-09-16.
  19. Client Emergency Preparedness Claims Kit. USI Insurance Services; Updated May 2021 claims-reporting table directing some lines to the insurer and executive, professional, and cyber lines to the USI account team or claims consultant. Accessed 2026-09-16.
  20. Natural Disaster Planning. USI Insurance Services; Commercial P&C claims contact via client service team or local office; Select/Small Commercial contacts. Accessed 2026-09-16.
  21. Aon to acquire USI to establish the premier U.S. middle-market platform. Aon plc via PR Newswire; 31 August 2026 announcement; independent operation until expected Q4 2026 close; About USI description. Accessed 2026-09-16.
  22. USI Insurance Services LLC associate biography (San Francisco). USI Insurance Services; Letterhead naming USI Insurance Services LLC, 575 Market St Suite 3750 San Francisco, CA, and CA DOI License # 0G11911. Accessed 2026-09-16.

Updated . Spot, a product of Tools for Enlightenment, publishes this research and works in the commercial insurance market. Editorial policy. To suggest a correction, contact Spot with the page URL and supporting source.

Suggested Comparisons

All Comparisons

Get Help With Insurance Buying and Renewals.

Get help buying coverage and managing renewals, with less paperwork for your team. Start with a free consultation.

Talk to Spot