Pie Insurance vs Simply Business: How Do They Compare for Professional Liability (E&O) Insurance?

Pie identifies common E&O professions and directs buyers to start a quote with the company; Simply Business lists professional examples and an online comparison flow. 4,7

What Is Pie Insurance?

Pie suits small businesses seeking workers’ compensation with online quoting and pay-as-you-go billing based on reported payroll, without an initial deposit; firms needing a broad technology or executive program should look elsewhere. 1,2,3

Read the Pie Insurance profile

Read the Pie Insurance Professional Liability (E&O) Insurance page

Simply Business: Online Small-Business Insurance Marketplace

Simply Business describes a digital marketplace and licensed-producer service for small businesses. The policy and selected insurer determine coverage, fees, servicing and claims responsibilities. 5,6

Read the Simply Business profile

What Is Professional Errors and Omissions (E&O) Insurance?

Professional liability can help pay defense costs and covered losses when a client says your advice or service caused financial harm. If customers rely on your work, list every service you provide and check the claims-made reporting and prior-work terms. 8,9,10,11

Read the full coverage guide

Key Differences in Professional Liability (E&O) Insurance

Coverage descriptions answer different buyer questions

Pie describes E&O as covering legal fees, costs and damages when advice or services allegedly cause harm, including inaccurate advice, misrepresentation or negligence; it excludes criminal prosecution. Simply Business describes professional-work claims and lists attorney fees, court costs, settlements and judgments as costs that may be covered, subject to policy wording. Ask the proposed insurer to map your likely allegation scenarios to the actual covered expenses and exclusions. 4 7

Their profession examples overlap but are not eligibility decisions

Pie names architects, contractors, attorneys, engineers, consultants, marketers, counselors and real-estate agents as common E&O buyers. Simply Business lists consultants, IT professionals, real-estate agents and bookkeepers, while noting examples do not guarantee eligibility. If your profession is regulated or your client requires proof, provide the exact duties and contract requirement to each before assuming a quote is available. 4 7

Quote entry begins with different published routes

Pie directs E&O prospects to contact the company to start a quote. Simply Business describes an online process to enter business information and compare offers, though its terms reserve binding approval to panel members. Decide whether you prefer a direct conversation or online comparison, then verify who issues and approves the selected policy. 4 6

What to Confirm in Professional Liability (E&O) Insurance Quotes

  • Ask Pie which insurer will provide the quote after you contact the company; ask Simply Business to identify the panel member and confirm binding approval. 4 6
  • For both offers, compare the covered professional services, legal expense treatment, criminal-act exclusion, limits and deductible in the policy wording. 4 7

Review Scores

These averages can combine ratings for different products, locations, and customer groups, including approximate BBB grade conversions. Read each review for the sources, scope, and calculation.

Pie Insurance

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.[1][4][6]

Read Pie Insurance reviews

Simply Business

5.7/ 10

Review Score

4 rated sources

Customers disagree about Simply Business. Trustpilot shows 4.3 out of 5 from 1,901 reviews, but BBB customers give it 1.95 from 20 reviews and ConsumerAffairs shows 1.0.[6][10][7]

Read Simply Business reviews

Offering Details

Pie Insurance vs Simply Business: Professional Liability (E&O) Insurance: documented features by provider

CriteriaPie Errors and Omissions InsuranceProfessional liability (E&O) insurance through Simply Business
Role in This Line

Pie says it helps small businesses get the best errors and omissions coverage 'from our insurance carrier partners,' identifying itself as an intermediary rather than the underwriter for this line. 4Company-reported. Errors and Omissions product page as read on 2026-09-23.

Confirm in your quote.

Issuing Insurer

The reviewed page refers only to 'our insurance carrier partners' and does not name a specific insurer for Pie's errors and omissions product. 4Not publicly disclosed. Errors and Omissions product page as read on 2026-09-23.

Confirm in your quote.

Who It’s For

Pie names architects, contractors, attorneys, engineers, consultants, marketers, counselors, and real estate agents as professionals who often carry E&O insurance, and notes some states or clients require proof of coverage. 4Company-reported. Errors and Omissions product page as read on 2026-09-23; not an exhaustive eligibility list.

Simply Business lists consultants, IT professionals, real-estate agents and bookkeepers among the business examples for which it can help find E&O coverage. The examples do not guarantee eligibility. 7Company-reported. Company-published professional-errors-omissions information for U.S. small businesses; availability and actual policy terms depend on the insurer, state and buyer.

Coverage Features

Pie describes errors and omissions insurance, also called professional liability insurance, as covering legal fees, costs, and damages for claims that a business's advice or services caused harm, including claims of inaccurate advice, misrepresentation, negligence, or violation of good faith, but says it does not protect against criminal prosecution. 4Company-reported. Errors and Omissions product page as read on 2026-09-23; the issued policy controls actual insuring agreements and exclusions.

The page describes protection for claims tied to professional work and lists attorney fees, court costs, settlements and judgments as costs that may be covered; policy wording controls. 7Company-reported. Company-published professional-errors-omissions information for U.S. small businesses; availability and actual policy terms depend on the insurer, state and buyer.

Limits and Retentions

The reviewed page does not publish limits, deductibles, or premium ranges for errors and omissions coverage. 4Not publicly disclosed. Errors and Omissions product page as read on 2026-09-23.

Confirm in your quote.

How to Apply

Pie directs errors and omissions buyers to contact the company to start a quote through its website. 4Company-reported. Errors and Omissions product page as read on 2026-09-23.

The company describes an online flow to answer business questions, compare quotes and select a policy. Its Terms say an online quote is not guaranteed and binding requires panel-member approval. 7,6Company-reported. Company-published professional-errors-omissions information for U.S. small businesses; availability and actual policy terms depend on the insurer, state and buyer.

Full Comparison

More Pie Insurance vs Simply Business Comparisons

Other Professional Liability (E&O) Insurance Comparisons

Sources

Pie Insurance

  1. Workers’ Comp Insurance For Small Businesses. Pie Insurance; Get a workers’ compensation quote online; insurance made for your small business; quote inputs; coverage description; quote-time and savings qualifications; AM Best link. Accessed 2026-09-16.
  2. 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.
  3. Errors and Omissions Insurance. Pie Insurance; Errors and Omissions Insurance hero: also known as professional liability insurance...; professions that often carry E&O; What's typically covered by errors and omissions insurance? Inaccurate advice, Misrepresentation, Negligence, Violation of good faith; Make sure you're covered: Start now. Accessed 2026-09-23.

Simply Business

  1. Our Small Business Insurance Story. Simply Business; Opening description and audience; digital marketplace, business types and U.S. service. Accessed 2026-09-29.
  2. Terms of Service. Simply Business; Dated June 30, 2026; §1 lines 22–28; §8 lines 87–113; §10 lines 143–149; §19 line 211. Accessed 2026-09-29.
  3. Professional Liability Insurance Coverage. Simply Business; Coverage lines 45–100; buyer examples lines 101–158; online quote steps lines 237–260. Accessed 2026-09-29.

Professional Liability (E&O) Insurance Guide

  1. FAQ: Professional liability insurance. Texas Department of Insurance; What’s professional liability coverage?; What types of damages…; What’s general liability insurance?; Do I need professional liability… if I have general liability…?; Is professional liability insurance required?; Can a client require…?; What’s the difference between occurrence policies and claims-made policies. Accessed 2026-09-16.
  2. Professional liability insurance. Insurance Information Institute; Opening paragraphs (professional services/advice and E&O name); Claims not covered by general liability; What types of businesses need professional liability insurance?; What’s covered… and what’s not (claims-made versus occurrence, defense and judgments, non-financial/intentional limits, BOP/in-home exclusion). Accessed 2026-09-16.
  3. Get business insurance. U.S. Small Business Administration; Six common types of business insurance table. Accessed 2026-09-16.
  4. Professional Liability – US Direct Errors and Omissions Insurance. Hiscox Inc. specimen; About this Policy / Coverage for Claims Made Against You; I.A Insuring Agreement; I.B Defense; I.C Settlement; II.A Notice of Claims; II.C Optional Extended Reporting Period; III.A, III.K, III.M, III.R, III.S Exclusions; IV.A–B Limits and Deductible; VI.O Professional Services; VI.U Wrongful Act. Accessed 2026-09-16.

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.

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