Heffernan Insurance Brokers vs Pie Insurance: How Do They Compare for Business Insurance?

Heffernan is a broker that shops insurers, presents options and arranges coverage; the policy’s insurer, not Heffernan, issues it and handles covered claims. ^6,9,5,1Company-reported. Company-described broking role. Do not infer underwriting authority for all products from the marine-cargo program’s in-house authority language.

Confirm the exact producer on your agreement and policy: Heffernan’s pages use that business name and display California license 0564249 but no longer corporate suffix. ^1,24,2Company-reported. Brand and license-number display only. Not independent license verification or a complete legal-entity chart.

Heffernan describes itself as employee-owned and independent since 1988; a 2019 investor release described a minority investment, but current ownership percentages are not public. ^1,2,25Company-reported. Company and investor announcements. Not a current cap-table verification.

If you need California technology insurance, verify which related Heffernan entity will serve as producer; its network, London, and benefits entities do not identify the entity for your policy. ^21,22,11,3Company-reported. Official related-entity descriptions. Costero’s FCA status and Heffernan’s exact current ownership of Costero were not independently verified.

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. ^{28,31,29,33,34,35,36}Company-reported. Current 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. ^30,50,48Verified. Website 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. ^31,51Company-reported. Producer identity and Pie-published US license list; Wisconsin’s regulator separately identifies this entity in a 2024 administrative action.

Businesses can ask Heffernan about general liability, property, auto, workers’ compensation, global exposures, EPL, D&O, fiduciary, cyber, E&O and BOP; these are marketed options, not an automatic package. ^6,8Company-reported. Direct offering lists. Labels are marketed brokerage capabilities, not policy wording, limits, or a promise that every technology applicant will be offered each line.

Industry-specific options include construction, cargo, trucking, healthcare, home-care and M&A coverage, plus separate employee benefits; ask which specialist team and policies match your operations. ^{15,16,17,18,19,20,11}Company-reported. Direct practice pages. Home-care “all states” language is not used as a California eligibility finding. Technology-page FAQ coverage examples were not used as the catalogue.

Later-stage companies managing total risk cost can ask about self-insurance, large deductibles or captives; these are financing strategies to evaluate, not standard insurance policies. ^6,7,18Company-reported. Company-described capabilities. Captive feasibility, funding, and domicile are not established by the marketing copy.

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. ^{29,33,34,36,35,30}Company-reported. Public 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. ^40,46Company-reported. Pie’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. ³⁰Company-reported. Website descriptions and US products generally; the buyer’s issued policy and endorsements control.

You can start with an inquiry form asking for contact details, insurance needs and an operations description; the form was not submitted, so quote results and binding steps were not established. ¹²Verified. Chrome inspection of the unsubmitted Contact Form 7 on heffins.com/contact-us/. No fields completed and no submission. Downstream underwriting and post-submission behavior not tested. The wording was checked against the stored inspection record on 24 September 2026; the website was not revisited.

Technology buyers work with a specialist broker who gathers insurer quotes and helps choose coverage; Heffernan does not promise a universal quote or binding time for growth-stage programs. Quick Insure is a separate path for selected personal and short-term business products. ^7,9,13,12Company-reported. Service descriptions. Technology-page FAQ “how do I get” language is educational process copy, not a measured SLA.

Small businesses can start a workers’ compensation quote online or through an insurance agent; agencies use a separate partner portal. ^28,27,29Company-reported. Workers’ compensation access for small businesses and agencies; other product pages direct buyers to quote or contact flows but do not document 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. ^32,29Company-reported. Unauthenticated 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. ^29,27Company-reported. Workers’ compensation quote marketing; no timed independent quote test was performed.

Heffernan shops multiple insurers, but public pages name few for technology accounts; request the issuing insurer, admitted or surplus-lines status and forms for each proposal. ^{9,17,18,16,14,1}Not publicly disclosed. No verified carrier panel or ratings. Propeller and Thimble are distinct from a customary growth-stage technology placement.

Pie workers’ compensation is written by The Pie Insurance Company and affiliates; AM Best says all business moved to The Pie Insurance Company and Pie Casualty Insurance Company as of January 1, 2024. ^31,48,49,50Verified. Pie’s workers’ compensation program; the actual declarations page controls the issuing insurer for a specific policy and state.

Pie Casualty has an A- (Excellent) financial-strength rating with Stable outlook from AM Best, affirmed April 24, 2026; this is an insurer-strength opinion, not a guarantee your claim will be covered. ⁴⁸Verified. Pie Casualty Insurance Company and the consolidated Pie Insurance Group rating unit as identified in the disclosure report.

For Pie’s BOP, GL, professional liability or cyber, ask which insurer would issue the policy; Pie says outside partners underwrite these lines but its reviewed pages do not name current partners. ^{31,33,34,35,36}Not publicly disclosed. Current public BOP, cyber, general-liability and professional-liability/E&O pages; account-specific carrier access was not tested.

Request the account-specific commissions, fees, contingent compensation and separately billed services because reviewed pages do not publish a standard fee schedule; lack of a published schedule does not mean the work is free. ^{1,6,7,12,5,13}Not found in reviewed sources. Public commercial pricing search on 16 September 2026. Educational FAQ dollar ranges and Irish Heffernan.ie commission PDFs are out of scope and were not used.

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. ^43,44Company-reported. Pie’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. ⁴³Company-reported. Credit-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. ⁴²Not publicly disclosed. Workers’ 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. ^47,31Not publicly disclosed. Agency-distributed workers’ compensation and other third-party placements; expired promotional incentives were not treated as current standard compensation.