Pie Insurance vs
TechInsurance
Comparing a Pie workers’ compensation proposal with TechInsurance shopping when payroll is changing quickly.
Introduction
A startup with uneven hiring plans may care as much about payroll reporting and audit work as the initial workers’ compensation premium. Pie offers a workers’ compensation program with pay-as-you-go options; TechInsurance offers brokerage shopping across workers’ compensation and other business lines. Ask how each proposed policy handles payroll changes before deciding whether to consolidate the account. 3 18 31
Where Each Provider Shines
Where Pie Insurance Shines
Coverage Comparison
| Coverage Type | Pie Insurance | TechInsurance |
|---|---|---|
| Business owner’s policy | Listed 7 | Listed 31 |
| Commercial auto | Not listed | Listed 26 |
| Commercial property | Not listed | Listed 31 |
| Cyber liability | Listed 8 | Listed 31 |
| Directors and officers | Not listed | Listed 31 |
| Employment practices liability | Not listed | Listed 31 |
| Fidelity bonds | Not listed | Listed 31 |
| General liability | Listed 10 | Listed 31 |
| Professional liability / E&O | Listed 9 | Listed 31 |
| Surety bonds | Not listed | Listed 28 |
| Technology errors and omissions | Not listed | Listed 32 |
| Tools, equipment and inland marine | Not listed | Listed 33 |
| Umbrella and excess liability | Not listed | Listed 31 |
| Workers’ compensation | Listed 3 | Listed 31 |
Listed products and programs, including policies arranged through insurers or partners. Optional endorsements are discussed in the analysis below. “Not listed” means no separate offering appears in the reviewed catalogue; confirm availability and policy terms with the provider.
Key Differences Between Pie Insurance and TechInsurance
Payroll-Based Payments Still Need an Audit Plan
Pie describes pay-as-you-go payments based on reported payroll and no initial deposit. It separately requires an annual premium audit, with payroll, employee and subcontractor documentation potentially requested. A payment method tied to payroll should not be interpreted as eliminating reconciliation or the possibility that final premium differs. 18 19
TechInsurance’s public workers’ compensation offering does not establish one payment or audit arrangement across insurers. Ask its broker to obtain the proposed carrier’s payroll-reporting requirements and compare them with Pie’s offer. The administrative burden depends on the actual payroll integration, employee classifications and record requests, not simply the intermediary’s name. 31 33
Workers’ Compensation Paper and Other Coverage Are Distinct
Pie’s group carriers write its workers’ compensation, while its other marketed products use outside carrier partners. TechInsurance arranges coverage with insurance partners rather than identifying one insurer for all lines. A combined shopping exercise therefore still needs a policy-by-policy issuer and service map. 5 22 33
A software company may also need technology E&O/cyber, which TechInsurance explicitly markets. Pie markets professional liability and cyber through partners, but those pages do not establish that a particular technology-services risk qualifies or receives the same combined wording. Ask for the actual proposed coverage rather than equating the product names. 9 8 32
Multi-State Hiring Requires Current Confirmation
Pie’s public state counts and claims-handler descriptions are not fully consistent in the shared research. For employees in more than one state, obtain a current schedule and claim instructions for each jurisdiction. TechInsurance’s California sales route likewise does not establish acceptance for every employee location or class. 11 21 12 30
Pie’s published payment choices and card fees are workers’ compensation-specific. TechInsurance’s SPG disclosure concerns possible brokerage compensation. Compare both on a complete policy invoice with billing costs and commissions distinguished; neither a low deposit nor a free quote is the total annual expense. 17 21 35
What to Confirm in Quotes
- Ask which payroll system, class codes and state allocations are accepted, and who gathers the year-end audit evidence. 19 33
- Identify the workers’ compensation insurer and claim handler separately from any partner-issued E&O or cyber policy. 5 21 32
- Request total payments, deposits, transaction charges and any waiver-of-subrogation costs on the same payroll assumptions. 17 16 35
Service Comparison
Pie Insurance vs TechInsurance: documented services and availability
| Criteria | Pie Insurance | TechInsurance |
|---|---|---|
| Business role | Pie Insurance is a small-business commercial insurance group whose producer, Pie Insurance Services, sells and administers policies. Its affiliated carriers write workers’ compensation, while selected other products are offered through outside carrier partners. 2,5,3,7,8,9,10 Pie Group Holdings, Inc. owns the public website and is the regulator-listed parent of Pie Casualty Insurance Company. AM Best identifies the rated carrier group as Pie Insurance Group. 4,24,22 Pie identifies Pie Insurance Services, Inc. as the licensed producer that sells and administers policies; its legal page publishes state licenses but is not a substitute for a current regulator lookup in the buyer’s state. 5,25 | TechInsurance is a small-business insurance agency and brokerage. Its legal disclosure identifies the business as a division of Specialty Program Group LLC, doing business in California as SPG Insurance Solutions. 28,34,35 TechInsurance describes itself as part of Insureon and HUB International. Its history says HUB acquired Insureon’s digital agency in 2022 while Bold Penguin acquired the technology platform; HUB’s acquisition announcement placed the agency operations within Specialty Program Group. 27,28,37 |
| Access to insurers | Pie says workers’ compensation is underwritten by The Pie Insurance Company (NAIC 21857) and affiliates. AM Best says Pie began writing all of that business through The Pie Insurance Company and Pie Casualty Insurance Company (NAIC 10997) on January 1, 2024. 5,22,23,24 AM Best affirmed Pie Casualty Insurance Company’s pooled A- (Excellent) financial strength rating with a Stable outlook, effective April 24, 2026. A rating is an opinion of insurer financial strength, not a guarantee that a claim is covered or paid. 22 Pie says business owner’s, general liability and professional liability policies are underwritten by unaffiliated third-party insurers, and its cyber page refers to carrier partners. The reviewed public pages do not name the currently participating insurers for these products. 5,7,8,9,10 | TechInsurance names insurance partners including The Hartford, Hiscox, Chubb and Travelers. These are examples of marketed relationships, not the identified contracting insurer for a quote; ask for the exact issuing entity and its California placement route. 33 |
| Availability | Pie’s dedicated state page and AM Best describe workers’ compensation in 40 states and Washington, D.C., but Pie’s homepage and January 2026 release say 39 states plus D.C. Confirm the business locations and class codes in the current quote or agent portal. 11,12,1,13,22 The reviewed BOP, cyber, general-liability and professional-liability pages do not publish a product-by-state availability table. Pie’s terms also say products are not available in every US area or situation. 7,8,10,9,4 | TechInsurance’s California sales page offers an application and quote-comparison route for general liability, professional E&O, business owner’s policies, workers’ compensation, cyber, commercial auto, fidelity bonds and umbrella coverage. This establishes a marketed California route, not acceptance of a particular startup or availability of every listed product. 30 TechInsurance reports licensing in all 50 states and Washington, D.C., and lists California license 0L09546. Current regulator status, authority and appointments were not independently verified for this profile. 29 |
| Servicing and renewals | Pie’s policyholder account tutorial describes payment-method updates, instant or custom workers’ compensation certificates, policy details and downloads for policies, state posters, certificates and endorsements. Agent-served customers may need their agent for a custom certificate. 15,16 Pie requires an annual workers’ compensation premium audit that replaces estimated payroll with actual payroll information. Its audit partner may request payroll and employee records, cash-expense details and subcontractor certificates, so the final premium can differ from the initial estimate. 19 Pie says it sends a workers’ compensation renewal quote about 30 days before the current term ends for the policyholder’s review and acceptance. 16 | TechInsurance says it provides a dedicated account manager and online certificate access. Its instructions require an active policy for a certificate request and direct urgent requests to the account manager. 26,28 The reviewed About and Contact pages do not establish a renewal remarketing schedule, a contractual response-time commitment, or the scope of dedicated support for a complex growth-stage insurance program. 27,28 |
| Fees and compensation | Published workers’ compensation options include annual, semi-annual, quarterly and monthly schedules, plus pay-as-you-go. The monthly schedule requires 16.6% upfront followed by ten monthly payments; pay-as-you-go uses reported payroll and no initial deposit. 17,18 Pie publishes a 3% credit-card convenience fee for new, single-state workers’ compensation policies, except in Florida, Nebraska, Maryland and Rhode Island. Its page does not describe this fee for multi-state or renewal policies. 17 Pie says each specific or blanket waiver-of-subrogation request carries a charge set by state rules and disclosed individually; the public FAQ does not give a dollar schedule. 16 Pie says partner agents receive commissions on new and renewal workers’ compensation policies, and its legal footer says compensation rates can vary among insurers. The reviewed current pages do not publish the standard rate or the amount attached to a buyer’s policy. 21,5 | TechInsurance directs buyers to SPG’s compensation disclosure, which describes insurer commissions, contingent and supplemental payments, and possible negotiated client fees. Some placements may involve both commission and client-paid fees; quote-specific amounts are not disclosed there. 34,35 SPG discloses that strategic insurers may pay enhanced compensation and that some of it may incentivize employees to prioritize those insurers’ products. Ask which markets were approached and how the placement is compensated. 35 |
Sources
Pie Insurance Official Website
- Pie Insurance. Pie Insurance; Homepage: small-business audience; direct workers’ compensation quote; online account; footer entity, insurer and availability qualifications. Accessed 2026-09-15.
- About Pie Insurance. Pie Insurance; About Pie; direct and agency distribution; footer legal disclosure. Accessed 2026-09-15.
- Workers’ Comp Insurance For Small Businesses. Pie Insurance; Quote inputs; coverage description; company-reported quote-time and savings qualifications; AM Best link. Accessed 2026-09-15.
- Terms Of Use. Pie Insurance; Updated 26 April 2022; Ownership and Agreement to Terms; geographic and product eligibility; policy controls coverage. Accessed 2026-09-15.
- Legal. Pie Insurance; State Licenses; footer disclosure naming producer and workers’ compensation versus third-party underwriting roles. Accessed 2026-09-15.
- Pie Insurance — Quote. Pie Insurance; Live unauthenticated first step: Business ZIP Code; inspected without entering data or advancing. Accessed 2026-09-15.
- Business Owner’s Policy. Pie Insurance; BOP definition; typical components; invitation to start a BOP quote; footer third-party insurer qualification. Accessed 2026-09-15.
- Cyber Insurance For Small Businesses. Pie Insurance; First- and third-party descriptions; carrier-partner quote invitation; policy-variation qualification. Accessed 2026-09-15.
- Errors And Omissions Insurance. Pie Insurance; E&O and professional-liability equivalence; typical claims; carrier-partner placement statement; footer third-party insurer qualification. Accessed 2026-09-15.
- General Liability Insurance. Pie Insurance; Typical covered categories; carrier-partner quote invitation; footer third-party insurer qualification. Accessed 2026-09-15.
- Workers’ Comp Coverage By State. Pie Insurance; Headline says 40 states and the District of Columbia; rendered state selector listed 39 state names and omitted New York and D.C.. Accessed 2026-09-15.
- Agency Document Library. Pie Insurance; Workers’ Comp State Documents: 40 named states plus Washington, D.C.. Accessed 2026-09-15.
- Pie Insurance Reports Strong 2025. Pie Insurance; 13 January 2026 release; Key 2025 Milestones says 39 states plus Washington, D.C.; company and distribution description. Accessed 2026-09-15.
- Commercial Auto Claim FAQs. Pie Insurance; Does Pie offer commercial auto insurance?; submission cutoff 1 December 2025; no new or renewal policies on or after 1 January 2026; legacy claim guidance. Accessed 2026-09-15.
- Online Account Tutorial. Pie Insurance; Payment-method updates; instant and custom certificates; policy information; document access; agent-handled custom certificate qualification. Accessed 2026-09-15.
- Workers’ Comp FAQs. Pie Insurance; Certificates; waiver request timing and state-dependent charge; billing and payments; renewal timing; annual audit; claims. Accessed 2026-09-15.
- Payment Options. Pie Insurance; Annual, semi-annual, quarterly, monthly and pay-as-you-go schedules; payment methods; 3% card fee and state exceptions. Accessed 2026-09-15.
- Pay-As-You-Go With Pie Insurance. Pie Insurance; No initial deposit; actual-payroll monthly premium; automatic deductions; payroll-provider coordination. Accessed 2026-09-15.
- File Your Claim Within 24 Hours. Pie Insurance; Workers’ compensation reporting by online form, 24/7 phone or email; information requested; post-report coverage determination. Accessed 2026-09-15.
- Partner FAQ. Pie Insurance; Workers’ compensation claim handling in 34 states; CorVel handling in Alaska, Mississippi, Nevada, New Mexico and Oregon; producer commissions on earned premium. Accessed 2026-09-15.
- AM Best Rating Disclosure Report — Pie Casualty Insurance Company. AM Best Rating Services, Inc.; Page 1: A- (Excellent), Stable, affirmed 24 April 2026; page 14: rating unit, group insurer acquisitions, 100% workers’ compensation writing through PCIC and TPIC from 1 January 2024, 40 states and D.C.. Accessed 2026-09-15.
- The Pie Insurance Company — Company Details. Missouri Department of Commerce and Insurance; Company name; active license status; NAIC 21857; property-and-casualty authority; 2025 workers’ compensation market data. Accessed 2026-09-15.
- Pie Casualty Insurance Company — Entity Details. Illinois Department of Insurance; Legal name; P&C Domestic Stock; active status; NAIC 10997; Pie Group Holdings, Inc. parent. Accessed 2026-09-15.
- Administrative Actions — January 2024. Wisconsin Office of the Commissioner of Insurance; Allegations and Actions Against Companies: Pie Insurance Services, Inc. agreed to add a disclaimer to its “save up to 30%” advertising claim after misleading-advertising allegations. Accessed 2026-09-15.
TechInsurance Official Website
- Technology Business Insurance. TechInsurance; Top business insurance policies; proof of insurance and expert advice; footer. Accessed 2026-09-16.
- About TechInsurance. TechInsurance; Opening description; one-application process; History of TechInsurance, 2011 and 2022 entries. Accessed 2026-09-16.
- Contact Us. TechInsurance; FAQs: agent or broker; application; finding quotes; updating address; certificates; How does TechInsurance work?. Accessed 2026-09-16.
- Insurance Licensing. TechInsurance; Where we are licensed; California entry; footer legal entity. Accessed 2026-09-16.
- Small Business Insurance in California. TechInsurance; Find California business insurance in three easy steps; recommended policies and Get Quotes controls. Accessed 2026-09-16.
- Small Business Insurance. TechInsurance; Top recommended small business insurance policies; Specialized coverage for unique risks. Accessed 2026-09-16.
- Technology Errors and Omissions – Tech E&O Insurance. TechInsurance; Tech E&O insurance includes two policies; quotation form; Technology professionals we insure. Accessed 2026-09-16.
- Our Insurance Partners. TechInsurance; Named provider sections; More key policies our dedicated providers offer; Professions we insure. Accessed 2026-09-16.
- Compensation Disclosure Notice. TechInsurance; TechInsurance business practices and link to SPG disclosure. Accessed 2026-09-16.
- Compensation Disclosure. Specialty Program Group; Commission Income; Contingency Income; Fees Paid by Clients; Customer Centric Carriers; footer. Accessed 2026-09-16.
- How Do I File a Business Insurance Claim?. TechInsurance; Opening carrier-contact instruction; property and liability claim sections and TechInsurance agent assistance. Accessed 2026-09-16.
- Hub International and Bold Penguin to Acquire Insureon. HUB International; March 1, 2022 announcement; agency/platform split; Insureon operations within SPG. Accessed 2026-09-16.
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