Gallagher vs Hiscox

Gallagher, which now includes Woodruff Sawyer, is a brokerage with technology, executive-risk and small-business practices. Hiscox sells Hiscox Insurance Company Inc. small-business policies online. Compare appointing a broker with buying carrier-direct coverage.

Introduction

A company that previously worked with Woodruff Sawyer now sees Gallagher’s transition pages, including links to WS Connect and Woodruff360 for some clients. That is a brokerage relationship. Hiscox sells small-business policies underwritten by Hiscox Insurance Company Inc. directly to eligible buyers. Gallagher’s technology practice lists technology errors and omissions combined with cyber, intellectual property insurance, directors and officers liability and other lines. Hiscox lists general liability, professional liability, cyber and a business owner’s policy for online quoting. Gallagher’s technology and small-business pages do not state a minimum premium or funding-round requirement to engage the team. 1 29

Where Each Provider Shines

Where Gallagher Shines

  • Technology specialists for startups through global enterprises. 2,7
  • Executive-risk and transaction support, including IPOs and M&A. 3

Where Hiscox Shines

  • Hiscox Inc., a Delaware producer, handles online small-business sales; Hiscox Insurance Company Inc. is the affiliated admitted insurer named for Hiscox NOW products. 18,17
  • Eligible applicants can quote Hiscox general liability, professional liability/E&O, cyber and a business owner’s policy online. 29,20,21,22,23,15

Coverage Comparison

Coverage TypeGallagherHiscox
Builders riskListed 11Not listed
Business owner’s policyListed 6Listed 23
Commercial autoListed 6Listed 25
Commercial propertyListed 6Not listed
CrimeListed 3Not listed
Cyber liabilityListed 2Listed 22,15
Directors and officersListed 3Not listed
Employee health and benefitsListed 2Not listed
Employment practices liabilityListed 3Not listed
Equipment breakdownListed 11Not listed
Fidelity bondsListed 3Not listed
Fiduciary liabilityListed 3Not listed
General liabilityListed 6Listed 20
Intellectual propertyListed 2Not listed
Kidnap and ransomListed 3Not listed
Medical malpracticeNot listedListed 26
Product liabilityListed 2Not listed
Product recallListed 12Not listed
Professional liability / E&OListed 6Listed 21,15
Representations and warrantiesListed 3Not listed
Surety bondsListed 7Not listed
Technology errors and omissionsListed 2Not listed
Umbrella and excess liabilityListed 10Not listed
Workers’ compensationListed 6Listed 24

Listed products and programs, including policies arranged through insurers or partners. Optional endorsements are discussed in the analysis below. “Not listed” means no separate offering appears in the reviewed catalogue; confirm availability and policy terms with the provider.

Key Differences Between Gallagher and Hiscox

Woodruff Sawyer Inside Gallagher Versus Hiscox as Insurer

Woodruff Sawyer is now part of Gallagher. Gallagher Small Business identifies Arthur J. Gallagher Risk Management Services, LLC as the brokerage provider. Hiscox Insurance Company Inc. underwrites Hiscox products offered online. Former Woodruff Sawyer clients may still use legacy portals while new small-business inquiries go through Gallagher advisor forms. 1 37

Practice Split: Technology, Executive, Small Business

Gallagher markets a technology-specialist practice and a small-business catalogue that includes a business owner’s policy, general liability, professional errors and omissions, property, auto and workers compensation. Its executive-risk practice lists directors and officers, employment practices, fiduciary, crime, kidnap and ransom, and merger-and-acquisition-related products. Hiscox’s online product list is general liability, professional liability, cyber and a business owner’s policy; it does not publish those executive-risk or intellectual-property product names on the same quote path. Gallagher’s AI insurance page discusses emerging exposures and does not describe a standalone generative-AI policy on that page. 2 29

Inquiry Form Versus Zip-Code Quote

Gallagher’s small-business quote link opens an advisor inquiry. Hiscox starts with zip code online. Gallagher describes Go, Submit and Verify tools for client information, submissions and certificates. 8 29

What to Confirm in Quotes

  • Whether you are a legacy Woodruff Sawyer account and which portal applies. 1

  • Named insurers on Gallagher proposals versus Hiscox Insurance Company Inc. 6 3

  • Practice team (small-business versus technology versus executive risk). 7

Service Comparison

Gallagher vs Hiscox: documented services and availability

CriteriaGallagherHiscox
Business role

Gallagher arranges business insurance and provides risk-management and employee-benefits consulting. Its technology practice serves startups through global enterprises. 2,3

Woodruff Sawyer is now part of Gallagher. Gallagher’s transition page retains access to Woodruff Sawyer client portals. 1

Gallagher Small Business identifies Arthur J. Gallagher Risk Management Services, LLC as its insurance-brokerage service provider. The exact producer for a former Woodruff Sawyer account should be confirmed in the engagement documents. 5,1

Hiscox is the brand name used by its U.S. insurance businesses. Website terms identify Hiscox Inc., a Delaware corporation headquartered in Atlanta, as a licensed insurance intermediary for admitted and surplus-lines business. About Hiscox US names Hiscox Insurance Company Inc. (NAIC 10200) as the affiliated insurer and Hiscox Inc. as its general agent. Broker-only pages are restricted to licensed market professionals; the small-business section is the consumer product path. 18,17

In California, Hiscox Inc. says it does business as Hiscox Insurance Agency and publishes producer license number 0F09668. Its current producer-license status remains independently unverified; the number is company-reported. 19,36,24,18

Coverage lines

Gallagher’s technology offering lists technology errors and omissions combined with cyber liability, intellectual property insurance, D&O, product liability and business interruption, plus employee-benefits services. These are marketed options, not a guaranteed package. 2

Its executive-risk practice lists D&O, employment practices liability, fiduciary liability, crime, fidelity bonds, kidnap/ransom, and M&A representations and warranties insurance, with support for IPOs and direct listings. 3

The small-business catalogue includes a business owner’s policy, general liability, professional E&O, commercial property, auto, workers’ compensation, D&O, cyber, crime, employee benefits, flood and earthquake. The IT-business page also lists surety bonds. 6,7

Gallagher also markets umbrella/excess liability through its casualty practice, builders risk and boiler-and-machinery coverage through its property practice, and separately negotiated product recall coverage. 10,11,12

The reviewed AI Insurance Solutions page discusses AI adoption, governance and emerging exposures, but does not establish a standalone generative-AI liability policy or its California availability. 13

Hiscox directly markets and offers online quotes for general liability, professional liability (errors and omissions), cyber security insurance and a business owner’s policy that combines general liability with commercial property. IT pages present those same lines for technology consultants rather than a separately named technology E&O policy. Website examples and coverage lists are illustrative; the issued policy controls. 29,20,21,22,23,15

Hired/non-owned auto and commercial crime are described as upgrades to a Hiscox business owner’s policy, not standalone Hiscox policies. Crime is not sold separately and is not available in all states. HNOA is tied to the BOP occurrence limit and does not replace commercial auto for vehicles the business owns or regularly operates. 33,34,23

Hiscox also markets partner coverage for workers’ compensation (Hartford Fire, generally requiring a Hiscox general-liability policy), commercial auto (GEICO referral and, separately, CyberPolicy), medical malpractice (NOW Insurance), short-term liability (Thimble/Markel), and CyberPolicy quotes for umbrella, directors and officers, and employment practices liability. Those pages are partner access paths, not proof that Hiscox Insurance Company Inc. issues the policy. 24,25,26,27,28,39

Application process

The small-business quote link opens an advisor inquiry form asking for company and contact details, business description, coverage interests, employee count and annual revenue. Telephone and scheduled-advisor contact are also offered. This observed entry point does not establish instant binding or a turnaround time. 8,9

Hiscox says eligible buyers can get a small-business quote online by entering a zip code and answering questions, and that general liability, professional liability, cyber and BOP are offered online. Licensed advisors are available by phone at posted Eastern Time hours. The general-liability FAQ says that after the application is completed, the policy is issued by email and a certificate appears in welcome documents. These are company-described steps; eligibility and binding conditions require confirmation on the actual application. 29,20,14

Fees and compensation

Gallagher discloses brokerage commissions or fees, sometimes both, as well as possible contingent and supplemental commissions. Affiliates or other intermediaries may also earn compensation. It directs clients to their representative for placement-specific details; the disclosure provides no startup fee schedule. 4

Hiscox’s general-liability FAQ says buyers may pay annually or monthly with no additional fees, using debit or credit card. The California small-business page also lists monthly, quarterly, semi-annual and annual options with no fees. Product pages advertise up to a 5% discount for bundling certain Hiscox coverages. Published tables of monthly cost are labeled illustrative and are not quotes. 20,19,23

The reviewed Hiscox small-business, terms-of-use and appetite pages do not publish a buyer-facing commission, producer-fee or contingent-commission schedule. The 2026 appetite guide states that actual cost, commission, premium and coverage may vary with underwriting. Amounts payable besides premium therefore remain not disclosed in those sources. 36,18,20

Claims assistance

Gallagher’s executive-risk practice describes a dedicated claims-advocacy team, including specialized attorneys, working with clients and carriers through claims. This establishes a stated support service, not a guarantee of payment or evidence of claims-handling quality. 3

Hiscox says customers can start a claim online, by phone or by mail. The claims center lists 1-866-424-8508 with weekday and weekend Eastern hours; a professional-liability FAQ separately tells current customers that 866-424-8508 is open 24 hours a day. Hiscox says it assigns a specialized claims professional, validates coverage and may appoint an attorney for covered liability claims. Policies placed with Hartford, GEICO, NOW Insurance, Markel/Thimble or CyberPolicy markets may use different notice instructions. These statements describe a reporting process, not independently measured claims outcomes. 30,40,20

Sources

Gallagher Official Website

  1. Woodruff Sawyer Is Now Gallagher. Gallagher; Opening; Executive and Financial Risk consulting; Continued access to client portals; contact form. Accessed 2026-09-16.
  2. Technology Insurance. Gallagher; Introduction; Solutions and coverages for the technology industry; Data-driven insights; global network. Accessed 2026-09-16.
  3. Executive and Financial Risk Insurance. Gallagher; Three key services; D&O; IPO and direct listings; EPL; fiduciary; crime and fidelity; kidnap; M&A. Accessed 2026-09-16.
  4. Compensation Disclosure. Gallagher; Commissions and Fees; Contingent Commissions; Supplemental Commissions; Other Carrier Services. Accessed 2026-09-16.
  5. Legal Information. Gallagher Small Business; Producer identification immediately above Quick Links. Accessed 2026-09-16.
  6. The Right Insurance for Your Small Business. Gallagher Small Business; Choose Your Coverage; carrier network. Accessed 2026-09-16.
  7. Insurance for Technology & IT Businesses. Gallagher Small Business; Protection for IT Professionals; coverage menu; Connect With An Advisor. Accessed 2026-09-16.
  8. Connect With an Advisor. Gallagher Small Business; Form fields from company name through annual revenue; acknowledgment. Accessed 2026-09-16.
  9. Contact Us. Gallagher Small Business; Get a Quote; Speak With An Advisor; Schedule Time with Us. Accessed 2026-09-16.
  10. Casualty Insurance. Gallagher; Holistic approach; Robust casualty risk analysis. Accessed 2026-09-16.
  11. Property Insurance. Gallagher; Our services include; global reach; Appraisal services. Accessed 2026-09-16.
  12. Product Recall Insurance. Gallagher; Product Recall team description before Product recall insurance coverage. Accessed 2026-09-16.
  13. AI Insurance Solutions. Gallagher; AI designed to protect trust in a changing risk landscape. Accessed 2026-09-16.

Hiscox Official Website

  1. Hiscox Small Business Insurance. Hiscox; Product selector (GL, professional liability/E&O, cyber, workers compensation, commercial auto, medical malpractice, short-term liability); FAQ that Hiscox is licensed in 49 states and D.C. and unavailable in Alaska; partnership language for workers’ compensation; online quote statements. Accessed 2026-09-16.
  2. IT Professional & General Liability Insurance. Hiscox; IT/technology professional audience; general liability, BOP, professional liability/E&O and cyber security descriptions for IT businesses; illustrative cyber breach-response example. Accessed 2026-09-16.
  3. Insurance for IT Consultants. Hiscox; IT consultant professional-liability and general-liability descriptions, including the phrase technology professional liability insurance as a label for E&O for IT work. Accessed 2026-09-16.
  4. About Hiscox US Insurance. Hiscox; Hiscox Insurance Company Inc. NAIC 10200 as Chicago, IL domiciled insurer admitted or licensed in all 50 states and D.C.; Hiscox Inc. as general agent and Lloyd’s coverholder for Syndicates 33 and 3624; surplus-lines placements through licensed surplus-lines brokers; A.M. Best rating statement. Accessed 2026-09-16.
  5. Website Terms & Conditions of Use. Hiscox; Last modified May 28, 2024; Hiscox Inc. as Delaware corporation headquartered in Atlanta, d/b/a Hiscox Insurance Agency in CA, licensed intermediary for admitted and surplus-lines business with Hiscox Insurance Company Inc., other domestic insurers, and Lloyd’s syndicates; small-business online path distinguished from broker-only site sections. Accessed 2026-09-16.
  6. California Business Insurance. Hiscox; California product list (GL, professional liability, BOP, workers compensation, cyber); IT/technology profession link; payment-option and worldwide-claim-filing statements; footer that products are approved by the California Department of Insurance and underwritten by Hiscox Insurance Company Inc.; Hiscox Inc. as Delaware licensed producer; California d/b/a Hiscox Insurance Agency license no. 0F09668; coverage subject to underwriting and may not be available in all states; company-stated Illinois license number 8754. Accessed 2026-09-16.
  7. General Liability Insurance. Hiscox; Online quote; 49-state and D.C. availability with Alaska excluded; broker-referral if not sold online; payment annually or monthly with no additional fees; online 24/7 claim reporting; policy issued via email and certificate in welcome documents; illustrative California consultant pricing table labeled as illustrative; electronic data liability for IT professions; coverage subject to underwriting. Accessed 2026-09-16.
  8. Professional Liability Insurance for Small Businesses. Hiscox; Professional liability/E&O product; licensed in 49 states and Washington, D.C. (Alaska excluded); specialist-broker assistance if not licensed in a state; licensed-advisor hours. Accessed 2026-09-16.
  9. Cyber Insurance for Small Businesses. Hiscox; Standalone cyber security/cyber liability product with online quote; data-breach, cyberattack and related-loss descriptions; licensed-agent phone number 1-833-816-2811. Accessed 2026-09-16.
  10. Business Owner's Policy Insurance (BOP) Coverage. Hiscox; BOP as combined general liability and commercial property; optional packages including cyber, non-owned commercial auto, commercial crime and professional liability; illustrative California IT/technology consultant pricing table labeled with asterisks; worldwide-coverage qualifications. Accessed 2026-09-16.
  11. Workers Compensation Insurance for Small Businesses. Hiscox; Partnership with The Hartford; general liability required to purchase workers comp; not available for all classes; footer that coverage is made available through Hiscox Inc. d/b/a Hiscox Insurance Agency in CA and underwritten by Hartford Fire Insurance, One Hartford Plaza, Hartford, CT 06155. Accessed 2026-09-16.
  12. Commercial Auto Insurance for Small Businesses. Hiscox; Commercial auto product page; quote redirect to a site not owned by Hiscox; customers referred to GEICO by Hiscox Inc. d/b/a Hiscox Insurance Agency in CA; products underwritten by Government Employees Insurance Company and affiliates. Accessed 2026-09-16.
  13. Medical Malpractice Insurance. Hiscox; Partnership with NOW Insurance for medical malpractice quotes; footer that NOW Insurance is not affiliated with the Hiscox group and that Hiscox Inc. d/b/a Hiscox Insurance Agency in CA provides access to coverage available through NOW Insurance. Accessed 2026-09-16.
  14. Short-Term Liability Insurance for Small Businesses. Hiscox; Partnership with Thimble for short-term general and professional liability; not available in all jurisdictions or classes; underwritten by Markel Insurance Company, Ten Parkway North, Deerfield, IL 60015. Accessed 2026-09-16.
  15. Specific Business Insurance Coverages. Hiscox; Partnership with CyberPolicy for additional coverages including commercial auto, umbrella, directors and officers, and employment practices liability, with quote links to sme.cyberpolicy.com. Accessed 2026-09-16.
  16. Get A Small Business Insurance Quote. Hiscox; States that Hiscox offers general liability, professional liability, cyber security and business owner’s policies online; zip-code quote field; licensed-agent hours Monday–Friday 7 a.m.–10 p.m. ET and Saturday–Sunday 8 a.m.–5 p.m. ET. Accessed 2026-09-16.
  17. Start a Business Insurance Claim Online, by Phone or Mail. Hiscox; Online claim filing; phone 1-866-424-8508 with posted hours; specialized claims professional assignment; coverage validation; liability claims attorney-appointment description; broker-reported claims option; company marketing phrase award-winning claims service. Accessed 2026-09-16.
  18. Manage your policy. Hiscox; Online account functions: download policy documents, certificates, authorized person, same-state address and business-name changes, loss runs, waiver of subrogation, certificate holder, document submission; phone-only changes including payment method, limits, new-state address, coverage adjustments and cancellation. Accessed 2026-09-16.
  19. Get a Certificate of Insurance (COI). Hiscox; Online ACORD/certificate generation using policy number and policy email address. Accessed 2026-09-16.
  20. Non-Owned Car Liability Insurance. Hiscox; Hired/non-owned auto described as an upgrade to a business owner’s policy and part of that policy’s occurrence limit, not coverage for vehicles owned or regularly operated by the business. Accessed 2026-09-16.
  21. Commercial crime insurance for small businesses. Hiscox; Commercial crime as a BOP upgrade not sold separately; not available in all states. Accessed 2026-09-16.
  22. Contact Us. Hiscox; U.S. locations including Atlanta headquarters and a Los Angeles office; statement that Hiscox operates in 49 U.S. states and D.C. and offers specialty products through U.S. brokers. Accessed 2026-09-16.
  23. Hiscox US Agent Appetite Guide. Hiscox; Document 23295 07/26; Hiscox NOW admitted GL, PL, cyber and BOP; state exceptions including BOP unavailable in Alaska, Florida, Kansas, Ohio, Rhode Island, Washington and West Virginia; technology classes including IT consultants and software development; footer that products are made available through Hiscox Inc. d/b/a Hiscox Insurance Agency in CA and underwritten by Hiscox Insurance Company Inc.; commission and premium may vary. Accessed 2026-09-16.
  24. Hiscox Insurance Company Inc. Company Profile. California Department of Insurance; HISCOX INSURANCE COMPANY INC.; NAIC 10200; California Company ID 1439-9; authorized in California 09/14/1953; license status UNLIMITED-NORMAL; company type Property & Casualty; domicile Illinois; NAIC Group 4666 Hiscox Ins Grp; authorized lines including liability, fire, workers’ compensation, surety and others. Accessed 2026-09-16.
  25. Hiscox Insurance Company Inc.. Illinois Department of Insurance; Legal name HISCOX INSURANCE COMPANY INC.; P&C Domestic Stock; domicile County of Cook, Illinois; parent Hiscox Ltd.; status Active; NAIC 4666 10200; incorporated 11/26/1952; 125 South Wacker Drive Suite 2080 Chicago, IL 60606. Accessed 2026-09-16.
  26. Management Liability Insurance Executive Risks. Hiscox; Broker-facing Hiscox C-Suite management liability and crime solution; statement we are no longer entertaining risks in the metro areas of California; add-on references to media, cyber, crime and technology; not the consumer small-business online catalogue. Accessed 2026-09-16.
  27. What is Professional Liability Insurance?. Hiscox; Claims-made description; current-customer claim number 866-424-8508 described as open 24 hours a day, 7 days a week. 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.

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