Cowbell vs 
USI Insurance Services D&O Insurance
Cowbell’s D&O is a Zurich wholesaler module; USI brokers D&O through ExecuSafe and a seed-to-IPO Technology practice.
What Is Cowbell Insurance?
Cowbell is a specialty-insurance platform and agency focused on cyber risk for small and midsize businesses. Its U.S. catalogue also includes combined Technology E&O and cyber products and a Zurich management-liability offering distributed through appointed wholesalers. 1,2,3
What Is USI Insurance Services?
USI Insurance Services is a U.S. insurance brokerage and consulting firm that arranges property and casualty, employee benefits, personal risk, and retirement programs. Its Technology practice says it works with software, hardware, and related companies from early seed stage through IPO, using a consultative process rather than a published self-serve quote. 5,6,7
What Is Directors and Officers Insurance?
Directors and officers liability insurance addresses covered claims alleging wrongful acts in managing an organization. 10
Key Differences in D&O Insurance
ExecuSafe Endorsement Versus Select Plus Module
USI is a broker for D&O: it says it helps clients identify exposures, review existing management liability policies for gaps, and place coverage, including through its named endorsement package, ExecuSafe. Cowbell’s D&O is a Zurich-underwritten Select Plus module, not described as a broker endorsement package. USI does not name the insurer that underwrites ExecuSafe or other D&O placements on the pages reviewed. 8 4 3
Two USI Intake Paths Versus One Wholesaler API
USI directs ExecuSafe inquiries to a named Select Business mailbox and routes Technology and Business Services inquiries to a named PC-inquiries mailbox or a local office. Cowbell’s module is accessed only by appointed Zurich E&S wholesalers through the platform API. USI’s Technology practice also places D&O from seed stage through IPO, a stage range Cowbell’s 250-employee and $50 million asset target does not describe. 8 6 9 4
Benchmarking Case Study Versus Talent Framing
USI’s Technology practice cites a case study where benchmarking showed a software company was buying more D&O limit than peers, and says the resulting change saved more than $100,000 per year in D&O premium. Cowbell’s reviewed pages frame D&O as helping attract and retain directors and covering legal fees, settlements and defense costs, without a limit-benchmarking case study. 6 4
What to Confirm in D&O Insurance Quotes
- Ask USI whether your placement would be ExecuSafe or a Technology practice placement, and which insurer would issue. 8 6
- Confirm Cowbell’s employee and asset screens and wholesaler access. 4
- Ask USI how the $100,000 premium-savings example was measured and whether similar benchmarking applies to your account. 6
- Get limits; USI cites a 2016 Chubb survey on claim costs but does not publish its own placed limits. 8 3
Offering Details
Cowbell vs USI Insurance Services D&O Insurance: documented features by provider
| Criteria | Cowbell / Zurich Select Plus Private Company D&O | USI ExecuSafe Directors & Officers Liability Program |
|---|---|---|
| Role in This Line | Private Company D&O is one module within Cowbell's distribution of Zurich's Select Plus management liability product; Cowbell gives Zurich-appointed E&S wholesalers platform access, and Zurich underwrites the module. Zurich's own page labels this module 'Private Management and Company Liability' rather than plain 'D&O.' 4,3Company-reported. Management liability page intro and module list; Zurich page module-name section. | USI is a broker for D&O coverage. It says it helps clients identify D&O exposures, review any existing management liability policies for gaps, and place coverage, including through its own named endorsement package, ExecuSafe. 8Company-reported. ExecuSafe article's "How USI Can Help" section. |
| Issuing Insurer | Cowbell and Zurich both say the Select Plus modules, including D&O, are offered on Zurich admitted paper. Zurich's site footer names 'Zurich American Insurance Company' in its copyright notice, but neither page states that entity is the specific policy issuer for this D&O module. 4,3Company-reported. Management liability page intro; Zurich page intro and footer. | USI does not name the insurer that underwrites ExecuSafe or other D&O placements on the pages reviewed; it describes ExecuSafe as an endorsement package it applies to policies placed with the market. 8Not publicly disclosed. ExecuSafe article and Technology/Business Services practice pages as read on 2026-09-23. |
| Who It’s For | Cowbell targets this D&O module at private companies with under 250 employees and under $50M in assets, in industries such as technology, construction, manufacturing, hospitality, and retail. 4Company-reported. FAQ 'What size accounts are targeted?' and Target industries list. | USI targets small- and medium-sized businesses for ExecuSafe, saying many either skip D&O coverage or buy insufficient limits because their brokers do not help them identify the exposure. Its Technology practice separately places D&O for software, hardware and communications clients from seed stage through IPO. 8,6Company-reported. ExecuSafe article eligibility framing and Technology practice client description. |
| Coverage Features | Cowbell describes D&O liability as protecting the personal assets of directors and officers and the company's financial assets against claims alleging wrongful acts in their capacity as directors and officers. 4Company-reported. FAQ 'What is the difference between management liability and D&O?'. | USI says D&O insurance is meant to protect a company's leadership from personal loss in a lawsuit, since the corporate veil does not shield directors and officers from personal liability for the business's actions and debts. It lists breach of contract, breach of duty, misrepresentation, unfair competition, misappropriation of trade secrets, securities lawsuits and creditor lawsuits as common claim types the coverage responds to. 8Company-reported. ExecuSafe article's description of D&O purpose and claim types; actual insuring agreements and exclusions are set by the issued policy. |
| Limits and Retentions | Neither the Cowbell page nor Zurich's own Select Plus page, both read in full, publishes D&O limit or retention amounts. 4,3Not publicly disclosed. Cowbell page and Zurich page, both read on 2026-09-23. | USI cites a 2016 Chubb survey that found 43% of private companies carry no D&O coverage, with an average private-company D&O claim cost of $450,000, but the article does not publish USI's own placed limits, retentions or premium ranges for ExecuSafe. 8Not publicly disclosed. Third-party statistic cited by USI to illustrate exposure, not USI's own placement data. |
| Risk Services | Cowbell frames D&O coverage as a way to help attract and retain directors and officers by giving them personal-asset protection, and says the product covers legal fees, settlements, and other defense costs for the company and its management. 4Company-reported. FAQ 'Why does my company need management liability coverage?'. | USI's Technology practice cites a case study where its benchmarking analysis showed a software company was buying more D&O limit than peers with similar risk profiles, and says the resulting change saved the client more than $100,000 per year in D&O premium. 6Company-reported. Single case study on the Technology practice page; company-reported outcome, not independently verified. |
| How to Apply | This D&O module is accessed only by appointed Zurich E&S wholesalers through the Cowbell platform's API; it is not sold directly to businesses. 4Company-reported. FAQ 'How can I access the Zurich Select Plus management liability product through Cowbell?'. | USI directs small- and medium-sized businesses interested in ExecuSafe to email Select.Business@usi.com; its Technology and Business Services practices separately route inquiries to pcinquiries@usi.com or a local USI office. 8,6,9Company-reported. Contact instructions on the ExecuSafe article and the Technology and Business Services pages. |
Full Comparison
More Cowbell vs USI Insurance Services Comparisons
Other D&O Insurance Comparisons
Sources
Cowbell
- Cowbell. Cowbell; What We Do; Assess, Insure, Respond and Improve; U.S. navigation; footer legal disclosure. Accessed 2026-09-15.
- Prime Tech Product Overview. Cowbell; PDF pp. 1–4: non-admitted combined Technology E&O and cyber for technology businesses up to $1 billion; up to $5 million; surplus lines in 50 states; edition PRIME TECH US0001 1025. Accessed 2026-09-16.
- Small and Midsize Business Management Liability | Zurich Select Plus. Zurich North America; Intro on the Zurich/Cowbell collaboration; module name 'Private Management and Company Liability'; FAQ 'What is the difference between management liability and D&O?' (identical to Cowbell's page); Targeted industries list; footer copyright. Accessed 2026-09-23.
- Management liability coverage for small & medium enterprises. Cowbell; FAQ 'What is the difference between management liability and D&O?' (D&O definition); FAQ 'Why does my company need management liability coverage?' (Protection for Directors and Officers, Legal Expense Coverage, Attracting and Retaining Talent bullets); Target industries list. Accessed 2026-09-23.
USI Insurance Services
- The Power of ONE. USI Insurance Services; History, client-count, nationwide office, and P&C / benefits / personal risk / retirement description. Accessed 2026-09-16.
- Technology Insurance. USI Insurance Services; USI's Technology Practice provides risk management advisory and insurance placement for: ...Directors & Officers Liability...; CASE STUDY: USI Benchmarking Saves Software Company $100,000 in D&O Premiums. Accessed 2026-09-23.
- Commissions and Fees. USI Insurance Services; Licensed-producer authority, insurer-paid commission default, contingent compensation, and client request right. Accessed 2026-09-16.
- Protect Your Company and Personal Assets From Management Liability Risks. USI Insurance Services; JULY 5, 2023 article; common D&O claim types (Breach of Contract, Breach of Duty, Misrepresentation, Unfair Competition, Misappropriation of Trade Secrets, Securities Lawsuits, Creditor Lawsuits); Creditor Suit and Competitor Disputes scenarios; How USI Can Help; ExecuSafe endorsement packs. Accessed 2026-09-23.
- Business Services. USI Insurance Services; USI advises clients...and provides solutions for...Directors & Officers Liability... Accessed 2026-09-23.
D&O Insurance Guide
- Glossary of Business Insurance Terms. The Hartford; Directors and Officers Liability Insurance; Errors and Omissions Insurance; Employment Practices Liability Insurance. Accessed 2026-09-16.
