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. 2,1,3Company-reportedWorkers’ 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. 17,18Company-reportedPie’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-reportedCompany 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. 27,26,33,32,42,44Company-reportedPublic 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

CoveragePie InsuranceThe Hartford
Business owner’s policyListed 7Pie accepts business owner’s policy quote requests.Listed 34,26The Hartford offers business owner’s policies combining property and liability coverage.
Commercial autoNot listedListed 42,26The Hartford offers commercial auto insurance as a business coverage; small businesses cannot currently buy it online and may be quoted through a local agency.
Commercial propertyNot listedListed 36,26The Hartford offers commercial property insurance.
CrimeNot listedListed 44The Hartford offers crime insurance as a management-liability coverage option.
Cyber liabilityListed 8Pie provides access to cyber insurance quotes from carrier partners.Listed 38,26The Hartford offers cyber insurance and data-breach coverage.
Directors and officersNot listedListed 44,45The Hartford offers directors and officers liability for private, public and nonprofit organizations.
Employment practices liabilityNot listedListed 41,26The Hartford offers employment practices liability through business owner’s and management-liability products; EPL built into its business owner’s policy is not available in California, Minnesota, North Dakota or New York.
Fiduciary liabilityNot listedListed 44The Hartford offers fiduciary liability as a management-liability coverage option.
General liabilityListed 10Pie arranges general liability insurance through unaffiliated third-party insurers.Listed 35,26The Hartford offers general liability insurance.
Hired and non-owned autoNot listedListed 43,42The Hartford offers hired and non-owned auto coverage.
Kidnap and ransomNot listedListed 44The Hartford lists kidnap and ransom/extortion among its management-liability coverage options.
Management liabilityNot listedListed 44The Hartford offers management-liability packages, including Private Choice Premier.
Professional errors and omissions (E&O)Listed 9Pie Insurance arranges professional errors and omissions insurance for small businesses through third-party insurers.Listed 40The Hartford offers professional liability insurance for service businesses.
Technology errors and omissions (E&O)Not listedListed 39,38The Hartford offers technology errors and omissions coverage through its FailSafe product.
Tools, equipment and inland marineNot listedListed 48The Hartford offers inland marine insurance for midsize and large businesses.
Umbrella and excess liabilityNot listedListed 46,47The Hartford lists commercial umbrella insurance among its business coverage options.
Workers’ compensationListed 3Pie Insurance offers workers’ compensation insurance for small businesses.Listed 37,26The Hartford offers workers’ compensation insurance.

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.

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

1.7/ 10

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 reviews

The Hartford Review Score

4.9/ 10

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 reviews

Key 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?

  • WC writing company and state eligibility on Pie versus Hartford, including monopolistic states and the conflicting Pie state counts. 11 37
  • Who underwrites Pie BOP/cyber/E&O if those lines are quoted. 5
  • Auto: Pie will not write new commercial auto; Hartford uses agency/Tivly. 14 42

Pie Insurance vs The Hartford Services Compared

What each provider says about the services you may need

CriteriaPie InsuranceThe Hartford
Business role

Small businesses can buy Pie’s workers’ compensation directly or through agents; affiliated insurers underwrite workers’ comp, while outside insurers provide some other Pie products. 2,5,3,7,8,9,10Company-reportedCurrent public Pie brand and US small-business insurance services; this describes group roles, not a promise that every product is available to every applicant.

If parent-company ownership matters, Pie Group Holdings, Inc. owns the website and is regulator-listed parent of Pie Casualty; AM Best identifies the insurer group as Pie Insurance Group. 4,24,22VerifiedWebsite ownership and the parent shown for Pie Casualty Insurance Company; no claim about voting control or every intermediate subsidiary.

Pie Insurance Services, Inc. is the producer that sells and administers policies; verify its current license in your state because Pie’s own license page is not regulator confirmation. 5,25Company-reportedProducer identity and Pie-published US license list; Wisconsin’s regulator separately identifies this entity in a 2024 administrative action.

Small businesses can buy insurance under The Hartford brand through its subsidiaries and independent agents; the brand itself is not the insurer named on the policy. The Hartford Insurance Group, Inc. is the financial holding company behind the brand. 29,50,46,32Company-reportedGroup legal-notice and producer-compensation disclosures as of 16 September 2026. The issuing company and any producer of record still have to be read from a quote or policy.

Coverage lines

Pie currently markets workers’ comp, BOP, cyber, general liability and professional liability/E&O; product pages describe typical coverage, while the policy and endorsements determine your actual protection. 3,7,8,10,9,4Company-reportedPublic US Pie pages with an explicit quote or contact invitation; educational-only topics and components of a BOP were not counted as standalone offerings.

If you need new or renewed commercial auto, look elsewhere: Pie stopped accepting new submissions December 1, 2025 and says it will issue no new or renewal policies after January 1, 2026; existing terms remain in force through expiry. 14,20Company-reportedPie’s former commercial-auto offering and legacy policies; commercial auto is intentionally excluded from the current coverage catalogue.

Use your policy and endorsements to decide what is covered; Pie says website descriptions do not change policy terms and eligibility varies by applicant and location. 4Company-reportedWebsite descriptions and US products generally; the buyer’s issued policy and endorsements control.

Documented Hartford offerings for businesses include a business owner’s policy (general liability, commercial property and business income), stand-alone general liability and commercial property, workers’ compensation, cyber (including BOP data-breach add-ons, CyberChoice First Response and FailSafe Technology E&O), miscellaneous professional liability, employment practices liability, commercial auto and hired/non-owned auto, management-liability packages (Private Choice Premier: directors and officers, EPL, fiduciary, crime, kidnap and ransom), commercial umbrella, employee benefits, and inland marine for midsize and large accounts. Actual forms, limits and availability vary by product, state and underwriting. 26,34,38,39,40,41,42,43,44,46,49,48Company-reportedProduct and service pages reviewed 16 September 2026. Educational FAQs were not used as the sole proof of an offering. Marketing lists are not specimen policy wording.

The Hartford’s employment-practices page states there is no built-in EPL coverage in California, Minnesota, North Dakota or New York, and that the EPL program described on that page does not apply to EPL coverage written in California. Coverages also vary by state and class. 41Company-reportedCompany footnotes on the EPLI page, last updated 26 November 2025, rechecked 16 September 2026. This does not establish whether a California buyer can buy stand-alone or differently structured EPL.

Availability

Confirm all work locations and class codes before relying on Pie workers’ comp: sources conflict between availability in 40 states plus DC and 39 states plus DC. 11,12,1,13,22Conflicting sourcesPublic workers’ compensation footprint as of 15 September 2026; the state-page selector, document library and other marketing surfaces were not internally consistent.

Ask if Pie’s partner-issued BOP, cyber, GL or professional policy is available in your state; the reviewed pages give no product-state map and Pie’s terms limit availability. 7,8,10,9,4Not publicly disclosedPublic availability for Pie’s partner-carrier products; no quote or contact form was submitted.

The Hartford states that products are not available in all states or for all businesses, and that listing a writing company as authorized to transact insurance does not guarantee that coverage will be offered. Workers’ compensation pages also say that in some states coverage can be bought only from a state-run program, not from a private insurer such as The Hartford. 27,29,37,34Company-reportedCompany availability footnotes and workers’ compensation quiz copy as of 16 September 2026. The reviewed pages did not publish a complete product-by-state matrix for SaaS or BOP.

The Hartford operates a California small-business insurance page that lists BOP, general liability, workers’ compensation, commercial auto, commercial property and professional liability and says California buyers can get a quote online or by phone. Hartford Fire Insurance Company is independently listed by the California Department of Insurance as an authorized property-and-casualty insurer (NAIC 19682). Those facts do not identify which affiliate would issue a particular California policy or whether a given SaaS risk will be accepted. 28,53,29Company-reportedCompany California marketing plus CDI company profile accessed 16 September 2026. Office location and nationwide authorization tables were not treated as product eligibility.

Application process

Small businesses can start a workers’ compensation quote online or through an insurance agent; agencies use a separate partner portal. 2,1,3Company-reportedWorkers’ compensation access for small businesses and agencies; other product pages direct buyers to quote or contact flows but do not describe the same process.

Have your ZIP, payroll and class-code details ready for a Pie workers’ compensation quote; its online intake begins with ZIP code. 6,3Company-reportedUnauthenticated first step and Pie’s description of workers’ compensation quote inputs; no data was entered and the flow was not advanced.

Pie advertises a workers’ compensation quote in about three minutes, but this company estimate does not predict underwriting or binding time. 3,1Company-reportedWorkers’ compensation quote marketing; no timed independent quote test was performed.

The Hartford says eligible small-business buyers can get a free quote online in minutes or by phone, and can also buy through independent agents. Its public quote-and-buy portal shows steps from Basics through Payment and Confirmation. It also says buyers can purchase without an agent. Commercial auto for small businesses is not currently offered on that online path and may be quoted through a local agency or Tivly. Management-liability pages direct buyers to find a local agent. 27,26,33,32,42,44Company-reportedPublic 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.

Fees and compensation

Workers’ comp buyers can choose annual, semiannual, quarterly, monthly or pay-as-you-go plans; pay-as-you-go follows reported payroll without a deposit, while monthly plans require 16.6% upfront and ten payments. 17,18Company-reportedPie’s current workers’ compensation payment pages; actual availability and policy-specific charges need confirmation in the quote.

Include Pie’s 3% card fee in your quote comparison for eligible new single-state workers’ comp policies, except in Florida, Nebraska, Maryland and Rhode Island; the page does not specify multi-state or renewal fees. 17Company-reportedCredit-card payments for new single-state workers’ compensation policies under the current payment-options page.

Ask the state-specific price before requesting a waiver of subrogation because Pie charges for each specific or blanket waiver but publishes no amount. 16Not publicly disclosedWorkers’ compensation waiver requests through Pie’s published service process.

Ask your agent what commission applies because Pie says partner agents earn commissions on workers’ comp policies, but current pages publish no standard rate. 21,5Not publicly disclosedAgency-distributed workers’ compensation and other third-party placements; expired promotional incentives were not treated as current standard compensation.

The Hartford discloses that it pays independent producers base commissions (a percentage of premium or a fixed amount per policy), and may also pay contingent or supplemental commissions, fees for services, delegated-underwriting compensation and other benefits. Employees who sell insurance may receive extra compensation beyond salary. Producers may charge their own customer fees that are not Hartford premium. The reviewed pages do not publish the commission rate or any Hartford-charged service fee that would apply to a particular buyer’s policy. Published “average premiums” are company-reported estimates, not quotes. 50,32,27,26Company-reportedProducer compensation disclosure and product-page premium footnotes as of 16 September 2026. Missing a fee schedule is not a finding of zero buyer cost beyond premium.

Updated . Spot, a product of Tools for Enlightenment, publishes this research and works in the commercial insurance market. The comparison applies the same criteria to both providers. Editorial policy. To suggest a correction, contact Spot with the page URL and supporting source.

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.

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