SimplyInsured
SimplyInsured is a free online brokerage and comparison platform that enables US small businesses (1–150 employees) to instantly quote, compare, and enroll in health, dental, and vision insurance from all major carriers, monetizing via carrier commissions and embedded payroll/HRIS partner integrations.
- Company typePrivate
- Founded2012
- HeadquartersRichmond, United States
- Headcount11–50
- GTM typeB2B
- OfferingServices
What SimplyInsured does
SimplyInsured (legal entity Ten 250 Corporation) is a US-based online insurance brokerage and comparison platform that enables small businesses with 1–150 employees to shop, compare, and enroll in medical, dental, and vision health insurance plans. Founded in 2012 by Vivek Shah and headquartered in the San Francisco Bay Area, the company aggregates plans from every major national carrier (United Healthcare, Humana, Blue Cross Blue Shield, Kaiser Permanente, Anthem Blue Cross) and provides a 100% online self-serve application that completes enrollment in roughly 10 minutes. The platform aggregates carrier plan data and presents side-by-side comparisons with unbiased recommendations, supported by an in-house licensed broker and customer support team that advocates for customers with carriers on claims issues.
The company's underlying technology includes a real-time instant quote engine, an employee self-onboarding module, automated payroll deduction integrations (one-click with QuickBooks Online Payroll and Square Payroll; easy-setup with ADP and Paychex), and SOC 2 Type II-certified infrastructure. SimplyInsured monetizes purely through commissions received from insurance carriers on enrolled policies, charging no fees to small business customers — a structural inversion of the traditional broker model. In July 2022, the company launched SimplyInsured Component, an API product that allows vertical SaaS and payroll platforms (via Check, with Dripos as a first end-customer case) to embed health insurance quoting and enrollment inside their own applications.
SimplyInsured is privately held and backed by Y Combinator, Bessemer Venture Partners, and Polaris Partners. The company's go-to-market combines a product-led self-serve web platform with a partner-led channel strategy through payroll, HRIS, and vertical SaaS integrations, supported by content marketing and earned media coverage in outlets including the Wall Street Journal, New York Times, TechCrunch, and VentureBeat. It serves a broad SMB segment with focused vertical expertise in construction, hospitality, legal/accounting, non-profit, and technology/startup customers.
SimplyInsured firmographics
Firmographics- Name
- SimplyInsured
- Legal name
- Ten 250 Corporation
- Website
- https://simplyinsured.com
- Company type
- Private
- Founded year
- 2012
- Operating status
- Operating
- Headcount range
- 11–50 employees
- Short description
- SimplyInsured is a free online brokerage and comparison platform that enables US small businesses (1–150 employees) to instantly quote, compare, and enroll in health, dental, and vision insurance from all major carriers, monetizing via carrier commissions and embedded payroll/HRIS partner integrations.
- Ownership category
- akta.pro rank
SimplyInsured industry classification
Industry- Product category
- Small Business Health Insurance Brokerage
- NAICS
- Insurance Agencies and Brokerages (524210)
- SIC
- Insurance Agents, Brokers & Service (6411), Accident & Health Insurance (6321)
- akta.pro primary industry
- Small Group Health Insurance (2–50/100) (FSAIAFAD)
Keywords
Where SimplyInsured is headquartered
LocationHeadquarters
- HQ city
- Richmond
- HQ country
- United States
- HQ region
- North America
Offices2 records
Markets served
SimplyInsured business model
Business model- GTM type
- B2B
- Offering type
- Services
- Cost components
- Personnel, Technology or R&D, Operations, Marketing or Sales, Infrastructure
Revenue model
- Insurance Carrier Commissions: SimplyInsured earns commissions directly from insurance carriers based on enrolled plans. Customers pay insurance premiums to carriers, and SimplyInsured receives payment from carriers as the distribution channel. No fees are charged to customers for using the platform.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Freemium | Others | Free platform for all small businesses |
Go-to-market motion2 records
Distribution channels6 records
Marketing channels5 records
SimplyInsured product offering
Product offeringCore offering
SimplyInsured provides a 100% free online platform that enables U.S. small businesses (1-150 employees) to compare, shop, and enroll in medical, dental, and vision health insurance plans from every major national carrier. The platform delivers instant real-time quotes, side-by-side plan comparisons, automated payroll deduction integrations with QuickBooks/Square Payroll/ADP/Paychex, and 1-click online renewals. Revenue is generated through commissions paid by insurance carriers rather than fees to customers.
Product overview
SimplyInsured is a single unified online platform for small business health insurance. Its core product is the SimplyInsured Small Business Health Insurance Platform, which enables businesses to compare plans from multiple carriers, receive unbiased recommendations, and complete enrollment entirely online in under 10 minutes. The platform integrates automated payroll deductions and offers 1-click renewals. For partner platforms, SimplyInsured also offers the SimplyInsured Component, an embedded integration that enables third-party software platforms (such as payroll and HRIS providers) to power instant health insurance quotes and enrollment within their own applications.
Differentiator
Problem solved
Functional benefit
Products and services
- SimplyInsured Small Business Health Insurance Platform
Quantifiable outcome
- Save up to $500 per employee per year compared to traditional brokers
- +4 more outcomes
Companies that use SimplyInsured
Customer profileNamed customers4 records
Segments7 records
Ideal customer profiles2 records
SimplyInsured technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Integration7 records
Feature6 records
SimplyInsured partnerships and signals
Strategic signalPartnerships
Five partnerships are on record, tiered core and minor.
- CheckcoreCheck provides embedded payroll infrastructure for software platforms. The SimplyInsured Component integration through Check enables platforms like Dripos to power instant quotes for medical, dental, and vision insurance, helping small business customers compare and purchase health insurance without leaving their app. Partners can go to market 75% faster than building independently.
- Intuit QuickBookscoreLong-standing partnership bringing small business health insurance solutions directly to QuickBooks Online Payroll users. Businesses can access SimplyInsured through the Payroll tab under Benefits within QuickBooks to get real-time quotes and complete enrollment without leaving QuickBooks.
- Square PayrollcoreSquare Payroll integration enables seamless payroll deductions for health insurance premiums. SimplyInsured automatically manages employee deductions, company contributions, and ensures changes are handled automatically.
- BambooHRcoreBambooHR Marketplace partnership provides SimplyInsured visibility to small businesses using BambooHR for human resources and people management. SimplyInsured is the only platform in the marketplace offering free, custom health insurance quotes.
- DriposminorDripos is a one-stop-shop vertical software platform for restaurants that leverages the SimplyInsured Component via Check to offer embedded health insurance to their restaurant customers directly from the Dripos dashboard.
Scale indicators6 records
Recent moves6 records
Expansion highlights5 records
SimplyInsured competitors and assessment
Company assessmentDirect peers
- Zenefits: Zenefits is a direct competitor offering a cloud-based HR platform with small-business health insurance brokerage as a core feature. Like SimplyInsured, it serves SMBs and earns carrier commissions, but bundles benefits with payroll, HR, and compliance — making it the most analogous peer in the digital SMB benefits broker category.
- Gusto: Gusto is a full-service payroll, HR, and employee benefits platform that includes small-business health insurance as a native offering. It competes head-on with SimplyInsured's SMB health brokerage and payroll-integrated distribution strategy, but operates as a vertically integrated suite rather than a standalone broker.
- Justworks: Justworks is a PEO providing payroll, benefits (including health insurance), and HR to small and mid-sized businesses. It serves the same SMB employer segment as SimplyInsured and bundles health benefits with broader workforce services, representing a PEO-led alternative to SimplyInsured's standalone broker model.
- Rippling: Rippling unifies HR, IT, payroll, and benefits administration for SMBs, with health insurance brokerage integrated into its platform. It is a direct peer in the embedded benefits distribution model SimplyInsured pursues through payroll/HRIS partnerships.
- Trinet: TriNet is a PEO providing payroll, benefits (including health insurance brokerage), and HR services to small and mid-sized businesses. It competes directly with SimplyInsured for the SMB employer health benefits wallet via a co-employment model.
Broad incumbents
- ADP: ADP is a broad incumbent in payroll and HR services that offers benefits administration and health insurance access to SMBs through its RUN and Workforce Now platforms. SimplyInsured already integrates with ADP, but ADP's bundled offerings compete with SimplyInsured's standalone broker value proposition.
- Paychex: Paychex is an established payroll and HR solutions provider serving SMBs, with integrated benefits and health insurance offerings. It is both a distribution partner for SimplyInsured and a broad incumbent whose bundled benefits compete with SimplyInsured's platform.
- Benefitfocus: Benefitfocus is a benefits administration technology company serving employers, carriers, and brokers with benefits marketplace and enrollment software. It represents the broader incumbent benefits-tech category that SimplyInsured's embedded SimplyInsured Component competes against for partner-platform integrations.
- Paycor: Paycor is an SMB-focused HR, payroll, and benefits administration provider offering integrated benefits enrollment. It is a broad incumbent in the same SMB payroll+benefits category SimplyInsured targets via its payroll-platform integration strategy.
Emerging players
- Lively: Lively is a benefits platform targeting small businesses and the self-employed with modern, online-first health, dental, vision, and ancillary benefits. It overlaps with SimplyInsured's small-group focus and similar PLG-style digital brokerage model.
Market position
Strengths4 records
Weaknesses4 records
Competitive moat6 records
Key risks5 records
Key highlights7 records
Customer concentration
SimplyInsured social profiles
Digital presenceSimplyInsured compliance and trust
Trust signalCompliance1 record
SimplyInsured financial estimates
Financial estimateRevenue estimate
Valuation estimate
SimplyInsured leadership team
Management profileNumber of profiles
Profiles7 records
SimplyInsured funding detail
Funding detailFunding overview
Funding rounds4 records
Investors8 records
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
SimplyInsured M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about SimplyInsured
What does SimplyInsured do?
SimplyInsured provides a 100% free online platform that enables U.S. small businesses (1-150 employees) to compare, shop, and enroll in medical, dental, and vision health insurance plans from every major national carrier. The platform delivers instant real-time quotes, side-by-side plan comparisons, automated payroll deduction integrations with QuickBooks/Square Payroll/ADP/Paychex, and 1-click online renewals. Revenue is generated through commissions paid by insurance carriers rather than fees to customers.
Is SimplyInsured a public or private company?
SimplyInsured is a private company. It is classified as venture growth investor backed and is currently operating.
When was SimplyInsured founded?
SimplyInsured was founded in 2012. It employs 11 to 50 people.
Where is SimplyInsured based?
SimplyInsured is headquartered in Richmond, United States, in the North America region.
How does SimplyInsured make money?
One revenue line is on record: insurance Carrier Commissions.
Who are SimplyInsured's main competitors?
Direct peers on record are Zenefits, Gusto, Justworks, Rippling and Trinet. Broad incumbents are ADP, Paychex, Benefitfocus and Paycor. Lively is listed as an emerging player.
Does SimplyInsured have an API?
No public API is recorded for SimplyInsured.
What industry is SimplyInsured in?
SimplyInsured's product category is Small Business Health Insurance Brokerage. Its primary akta.pro industry code is FSAIAFAD, Small Group Health Insurance (2–50/100). Its NAICS code is 524210 and its SIC code is 6411.