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Pie Insurance vs. Travelers for Workers' Comp

Pie Insurance and Travelers are two workers' compensation carriers we can quote side by side through Provident Financial Group, an independent agency. On one application we present every carrier we can access, ranked, so you can compare and purchase online.

Pie Insurance and Travelers take different approaches to workers' compensation for small businesses. The details below come directly from each carrier's record on this site — we present the facts we have verified so you can compare them directly, then request quotes through our agency. We do not rank one carrier above another; we show every option side by side.

When you submit one application through US Workers Comp Insure, we request quotes from every carrier we can access for your class code and state, including both Pie Insurance and Travelers where each carrier's appetite and underwriting criteria allow it. A carrier that declines is shown honestly rather than hidden, and a licensed agent at Provident Financial Group can explain why and what alternatives remain.

The two carriers

  • Pie Insurance

    Pie Insurance is a Washington, D.C.-based insurtech founded in 2017, built around pay-as-you-go workers' comp for small business. Pie carries an AM Best Financial Strength Rating of A- (Excellent), secured in 2023 when it completed its transition to a rated carrier underwriting its own paper.

    AM Best rating:
    A- (Excellent) (as of 2023-02)
    How it’s quoted:
    Through our agency, alongside other carriers

    Workers’ comp highlights

    • AM Best Financial Strength Rating of A- (Excellent), secured February 2, 2023
    • Pay-as-you-go billing built into the product from launch, synced to payroll
    • Founded 2017 in Washington, D.C.
    • Became a rated, full-stack carrier underwriting its own policies in 2023
    • Digital-first application process aimed at small businesses
    • Works with independent agents in addition to direct online quoting

    Typical fit

    • Small businesses that want payroll-synced, pay-as-you-go billing
    • Employers seeking a fully digital application and policy-management experience
    • Newer or growing businesses without extensive claims history
    • Accounts comfortable with a newer, insurtech-model carrier
  • Travelers

    Travelers is a large, publicly traded national commercial insurer founded in 1864, carrying an AM Best A++ (Superior) rating. Its workers' comp program includes pay-as-you-go billing and dedicated risk-control services, and it is written for a wide range of small to large commercial accounts.

    AM Best rating:
    A++ (Superior) (as of 2026-08)
    How it’s quoted:
    Through our agency, alongside other carriers

    Workers’ comp highlights

    • AM Best Financial Strength Rating of A++ (Superior); Long-Term ICR of aa+ (Superior), affirmed August 21, 2026
    • One of the largest commercial property-casualty insurers in the U.S.
    • Dedicated risk-control division offering safety consulting and claims-management resources
    • Pay-as-you-go premium payment option available
    • Founded 1864 in Hartford, Connecticut; parent is publicly traded (NYSE: TRV)
    • Broad appetite across small, mid-size, and large national accounts

    Typical fit

    • Established businesses seeking a large, highly rated national carrier
    • Employers who want access to formal risk-control and safety-consulting services
    • Multi-state or growing businesses that may need program flexibility as they scale
    • Accounts that prefer pay-as-you-go premium billing

Compare up to 10 carriers in minutes.

One application goes out to every carrier we can access for your class of business. You get a ranked comparison you can review and purchase online — with a licensed agent available whenever you want one.

Mon–Fri, 8:00am–6:00pm ET · Independent agency licensed in 23 states

Side by side

AttributePie InsuranceTravelers
CarrierPie InsuranceTravelers
AM Best financial strength ratingA- (Excellent) (as of 2023-02)A++ (Superior) (as of 2026-08)
How it's quotedThrough our agency, alongside other carriersThrough our agency, alongside other carriers
Typical account fitSmall businesses that want payroll-synced, pay-as-you-go billing; Employers seeking a fully digital application and policy-management experience; Newer or growing businesses without extensive claims historyEstablished businesses seeking a large, highly rated national carrier; Employers who want access to formal risk-control and safety-consulting services; Multi-state or growing businesses that may need program flexibility as they scale
OverviewPie Insurance is a Washington, D.C.-based insurtech founded in 2017, built around pay-as-you-go workers' comp for small business. Pie carries an AM Best Financial Strength Rating of A- (Excellent), secured in 2023 when it completed its transition to a rated carrier underwriting its own paper.Travelers is a large, publicly traded national commercial insurer founded in 1864, carrying an AM Best A++ (Superior) rating. Its workers' comp program includes pay-as-you-go billing and dedicated risk-control services, and it is written for a wide range of small to large commercial accounts.

How each is quoted through our agency

  • Pie Insurance

    Quoted through our agency alongside other carriers; we present every option side by side so you can compare and purchase online.

  • Travelers

    Quoted through our agency alongside other carriers; we present every option side by side so you can compare and purchase online.

The bottom line

There is no single "best" carrier between Pie Insurance and Travelers. The right fit depends on your operation, class codes, payroll and how each carrier's underwriting appetite lines up with your account — and that is exactly what one application, sent to every carrier we can access, is built to show you.

Rather than choosing one carrier up front, US Workers Comp Insure requests quotes from every carrier we can access for your state and class code, including Pie Insurance and Travelers where each carrier's criteria allow it, and presents them ranked side by side. A carrier that declines is shown honestly rather than hidden, and a licensed agent at Provident Financial Group can explain why and what alternatives remain.

Frequently asked questions

Are Pie Insurance and Travelers both available through your agency?

Yes. Both are carriers we can present side by side when you request workers' compensation quotes through our agency, alongside the other carriers we can access for your state and class code.

How do Pie Insurance and Travelers compare on AM Best rating?

Pie Insurance carries an AM Best financial strength rating of A- (Excellent) (as of 2023-02), and Travelers carries A++ (Superior) (as of 2026-08). Ratings are for identification only and do not imply an endorsement.

Which should I choose, Pie Insurance or Travelers?

There is no single best answer. The right carrier depends on your operation, class codes, payroll and how each carrier's underwriting appetite fits your account. Rather than picking one up front, we request quotes from every carrier we can access and show you a ranked comparison so you can decide.

Do I have to choose only one carrier to get a quote?

No. You submit one application and we request quotes from every carrier we can access for your account — including Pie Insurance and Travelers where each carrier's criteria allow it — then present them ranked side by side.

How long has Pie Insurance been a rated carrier?

Pie secured its AM Best Financial Strength Rating of A- (Excellent) on February 2, 2023, when it completed its transition to underwriting its own policies as a full-stack carrier.

Does Pie only offer pay-as-you-go billing?

Pie's workers' comp product is built around pay-as-you-go billing synced to payroll, which is a core feature of how the company structures its policies.

How old is Travelers as a company?

Travelers Insurance Company was founded in 1864 in Hartford, Connecticut, making it one of the oldest continuously operating insurers in the U.S.

What is Travelers' AM Best rating?

Travelers' principal subsidiaries carry an AM Best Financial Strength Rating of A++ (Superior) and a Long-Term Issuer Credit Rating of aa+ (Superior), affirmed August 21, 2026.

Last reviewed · Reviewed by Provident Financial Group licensed agents

Carrier names are used for identification only; we are not affiliated with, endorsed by, or sponsored by any carrier. Quotes are not offers of insurance; coverage and pricing are determined by each carrier’s underwriting.

US Workers Comp Insure is a brand of Provident Financial Group, a licensed independent insurance agency. NJ resident license; licensed in 23 states — NJ, NY, CT, VT, OH, MI, VA, PA, DE, MD, NC, SC, GA, FL, TX, KY, KS, CA, IN, AZ, DC, MA and NV. State license numbers available on request. We are an independent agency, not an insurer; coverage is underwritten by the issuing carrier and is subject to that policy's terms, conditions, limits and exclusions. Quotes are not offers of insurance, and no coverage is bound until confirmed in writing by a licensed agent. Carrier names are used for identification only; we are not affiliated with, endorsed by, or sponsored by any carrier named on this site.

View this comparison at https://usworkerscompinsure.com/compare/pie-insurance-vs-travelers-workers-comp

Compare up to 10 carriers in minutes.

One application goes out to every carrier we can access for your class of business. You get a ranked comparison you can review and purchase online — with a licensed agent available whenever you want one.

Mon–Fri, 8:00am–6:00pm ET · Independent agency licensed in 23 states