Pie Insurance vs
The Hartford: How Do They Compare for Business Insurance?
Pie focuses on payroll-based workers’ compensation; The Hartford offers a broader small-business catalogue, including SaaS and technology E&O coverage.
An Overview of Pie Insurance and The Hartford
If you need both employee-injury coverage and software liability, compare Pie’s workers’ compensation program with The Hartford’s BOP and technology E&O options. Pie says its commercial-auto product is closed to new and renewal business; Hartford routes commercial auto separately. Choose Pie for workers’ compensation billing; choose The Hartford if its SaaS or FailSafe coverage fits. 5 14 46 42
What Stands Out About Pie Insurance and The Hartford?
Pie Insurance at a Glance
- Start a workers’ compensation quote online or through an insurance agent. 2,1,3Workers’ compensation access for small businesses and agencies; other product pages direct buyers to quote or contact flows but do not describe the same process.
- Pay workers’ compensation premiums based on reported payroll, with no initial deposit. 17,18Pie’s current workers’ compensation payment pages; actual availability and policy-specific charges need confirmation in the quote.
The Hartford at a Glance
- SaaS and software businesses can start with a small-business package built around a business owner’s policy. 26,27,49,48Company marketing pages reviewed 16 September 2026. Marketing a SaaS page is not a finding that every software company is eligible.
- Eligible small businesses can start an online quote and purchase flow, call or use an independent agent; commercial auto requires another route. 27,26,33,32,42,44Public quote portal viewed without submitting an application on 16 September 2026. Quote speed and binding are not independently verified and are not the same as coverage in force.
Pie Insurance vs The Hartford Coverage Lines Compared
A listing may be arranged through an insurer or partner. “Not listed” means we have no separate offering page for it; ask the provider whether it can quote the coverage and request the policy terms.
Pie Insurance and The Hartford Coverage, Line by Line
Open what Pie Insurance and The Hartford each publish for one coverage line.
Business Owner’s Policy
Cyber Insurance
General Liability Insurance
Professional Liability (E&O) Insurance
Workers’ Compensation Insurance
Pie Insurance and The Hartford Review Scores for 2026
These averages can combine ratings for different products, locations, and customer groups, including approximate BBB grade conversions. Read each review for its sources, what it covers and how the score is calculated.
Pie Insurance Review Score
Review Score
2 rated sources
Pie’s service record raises clear concerns: elevated regulator complaints reported by NerdWallet, 1.7/5 on Trustpilot and an F from BBB. Investigate billing, cancellation and complaint handling before buying.
Read Pie Insurance reviewsThe Hartford Review Score
Review Score
5 rated sources
The Hartford’s service record is mixed: NerdWallet rates it 4.5/5 but reports below-average small-business satisfaction. Low Trustpilot ratings add a service concern, although they mix policy types.
Read The Hartford reviewsKey Differences Between Pie Insurance and the Hartford
Pie Carriers Versus Hartford Fire Group
Pie Group Holdings owns the site; Pie Insurance Services is the producer. Workers’ compensation is described as written by The Pie Insurance Company and Pie Casualty Insurance Company, with an AM Best A- pooled rating as of 24 April 2026. Partner products do not name current issuers for a business owner’s policy, general liability, professional liability or cyber on Pie’s published legal materials. 5 22
Hartford Fire Insurance Company (NAIC 19682) is listed as authorized in all states in Hartford’s legal notice and independently in California’s Department of Insurance profile. That still does not assign Hartford Fire to every product. 29 53
State Count and Monopolistic Markets
Pie’s WC state count conflicts between 39-plus-D.C. and 40-plus-D.C. messaging. Hartford says some states require a state-fund WC product that a private insurer cannot sell. Confirm locations before treating either brand as national WC. 3 37
Pie’s remaining published catalogue is workers’ compensation, a business owner’s policy, cyber, general liability and professional liability. Hartford also markets FailSafe, management-liability packages and employee benefits. Pie’s published product set is not presented as a technology-errors-and-omissions specialty. 7 39
Pay-As-You-Go Mechanics
Pie separates a 16.6%-upfront monthly schedule with ten later payments from payroll-based pay-as-you-go with no initial deposit. It also publishes a 3% card fee for certain new single-state policies, except in Florida, Nebraska, Maryland and Rhode Island, and documents an annual audit using actual payroll. Ask Hartford to confirm its reconciliation and audit requirements rather than assuming the same process. Request total charges and payroll-reporting obligations on both quotes. 17 18 19 37
What Should You Confirm in Pie Insurance and The Hartford Quotes?
Pie Insurance vs The Hartford Services Compared
What each provider says about the services you may need
Sources for Pie Insurance vs The Hartford
Comparisons Related to Pie Insurance vs The Hartford
Compare AIG’s broader commercial insurer group with Pie’s direct and agency workers’ compensation route.
Eligible small businesses can quote and buy some Hartford coverage online; AIG’s public portal lists broker and agent tools, and its claims portal covers named lines.
Pie offers premium audits and pay-as-you-go plans for workers' compensation; Alliance Risk lists the line within a larger commercial catalogue.




