QuickBooks announced it would no longer support the SimplyInsured integration after Aug. 31, 2024, and would move to Allstate Health Solutions for that channel, which materially reduced a major distribution path.
SourceWe sell health insurance to small businesses 100% online.
Public company, workplace, funding, and market signals
SimplyInsured is a San Francisco-based insurtech that helps small businesses shop, compare, enroll in, and administer health, dental, vision, and related benefits online. It combines broker/benefits-administration workflows with payroll and HR integrations, so employers can get instant quotes, enroll digitally, and automate deductions.
Primary product
100% online small-business health insurance shopping and benefits administration platform
Founded
2012
Headquarters
98 Battery St, Suite 220, San Francisco, CA 94111, United States
Team size
30-40
Work style
Flexible
Industry
Insurance
Sub-industry
Small business health insurance / employee benefits
Offices
2 jobs at SimplyInsured
Business model
Stage
Series A
Total raised
$8.5M
Latest round
Series A · Jun 2015
Latest amount
$5.9M
Leadership
CEO & Founder
Co-Founder & Chief Technology Officer
Director of Operations and Head of Customer Support
Director of Strategic Partnerships
Client Operations Team Lead
Founders
Co-Founder
Investors
Publicly describes itself as transparent, feedback-heavy, and customer-focused, with radical transparency, open-channel Slack communication, bias to action, and an obligation to dissent. Built In also describes it as people-first, social, and small-team/autonomous, with remote-first flexibility.
Work style
Flexible
Compensation
Total rewards are benefits-heavy: Built In says SimplyInsured offers 100% employer-paid medical, dental, and vision coverage for employees and dependents, equity, 401(k), and unlimited PTO, but also notes below-market cash pay and slower pay progression in some roles, with a holiday blackout window from Nov. 1 to Jan. 1.
Benefits
Pricing
Free for employers to use the online platform; monetization appears to come from brokerage/partner and embedded-benefits relationships rather than customer-facing software fees.
Differentiators
Technology
Customers
Competitors
Estimated revenue
$10M-$20M
Estimated monthly visits
14.5K
Traffic estimate as of Jul 2026
QuickBooks announced it would no longer support the SimplyInsured integration after Aug. 31, 2024, and would move to Allstate Health Solutions for that channel, which materially reduced a major distribution path.
SourceQuickBooks community threads and support replies reported the SimplyInsured integration discontinuation and manual payroll deductions during the transition, indicating channel instability and customer friction.
SourceBBB complaints and customer reviews describe delayed callbacks, billing and termination errors, and coverage-administration issues, which are a public service-quality risk signal even though they are not a corporate event.
SourcePatriot Software · Nov 2025
Patriot announced an integration with SimplyInsured that embeds insurance shopping, enrollment, and payroll deductions inside Patriot Payroll for small businesses.
SimplyInsured / LinkedIn · Sep 2025
SimplyInsured announced a Toast collaboration aimed at embedding benefits into Toast for restaurants and hospitality SMBs.
SimplyInsured / LinkedIn · Sep 2025
SimplyInsured announced a NetSuite SuitePeople integration so SMBs can manage benefits within NetSuite and automate payroll deductions.
Gusto Embedded · Jan 2024
Gusto Embedded announced SimplyInsured as a health-insurance partner for embedded payroll customers.
SimplyInsured blog
SimplyInsured announced its first benefits integration through Check, enabling embedded health insurance quotes and faster launches for partner platforms.