Benefits Brief News · Mar 2026
Profiled HealthSherpa SVP Michael Levin discussing ICHRA infrastructure, carrier connectivity, and the company's API-led approach to simplifying enrollment operations.
Private sector Healthcare.gov.
Company research
Public company, workplace, funding, and market signals
Updated Jul 30, 2026
Overview
HealthSherpa is a remote-first health insurance technology company that operates an ACA quoting and enrollment platform for agents, agencies, consumers, carriers, and ICHRA partners. It positions itself as a free, CMS-integrated alternative to Healthcare.gov that simplifies ACA, Medicare, Medicaid, CHIP, and ICHRA enrollment.
Primary product
ACA quoting and enrollment platform
Founded
2013
Headquarters
Sacramento, California, United States
Team size
150-250
Work style
Remote
Industry
Insurance
Sub-industry
Health insurance technology / ACA enrollment marketplace
Offices
Sacramento, California, United States
San Francisco, California, United States
Business model
B2B SaaS
B2B2C marketplace
carrier-funded platform
API / developer platform
free-to-agent enrollment platform
Funding
Stage
Series A
Total raised
$13.4M
Latest round
Series A · Feb 2017
Latest amount
$6.6M
Feb 2017 · Core Innovation Capital
Nov 2014 · The Valley Fund
Aug 2013 · Y Combinator
Aug 2012 · Y Combinator
People & investors
Leadership
VP of Engineering
VP, Operations & Medicare
VP, Marketplace Operations
VP, Market Expansion
SVP of Product and Engineering
VP, Business Operations
SVP of ICHRA
VP of Carrier Success
VP of Strategy and Government Affairs
VP of People Operations
Chief Revenue Officer
VP of Growth
AVP Product, Medicare
Senior Director, Agency Sales
Founders
Co-founder; former Chief Product Officer
Co-founder
Co-founder
Work & culture
Public materials describe a mission-driven, inclusive, equitable, remote-first culture with an emphasis on trust, belonging, professional growth, and real-world meetups to reinforce connection across a distributed team.
Work style
Remote
Compensation
Publicly visible compensation signals include equity, performance bonuses, relocation assistance, and bonus programs; no public salary bands were found.
Benefits
equity
performance bonuses
relocation assistance
healthcare benefits
family and childcare benefits
professional development support
continuing education
certifications
annual offsites
meetup budget
Product & market
Pricing
Free to licensed agents and consumers; carriers pay HealthSherpa fees, so consumers do not pay more for plans on the platform.
Differentiators
- —CMS-approved Enhanced Direct Enrollment (EDE) partner
- —free-to-agent platform
- —same plans and prices as the marketplace
- —on-exchange and off-exchange quoting/enrollment
- —strong agent/broker workflow tools
- —fast application and renewal flows
- —developer portal and APIs for quoting/enrollment
- —built for ACA plus Medicare and ICHRA use cases
- —large carrier and agency network
- —renewal and fraud-prevention tooling
Technology
AWS
Datadog
Fivetran
Heroku
Postgres
React
React Native
Ruby on Rails
Snowflake
Slack
Google Hangouts
Mixpanel
HubSpot
Google Analytics
Customers
insurance agents
insurance brokers
agencies
ACA consumers
Medicare shoppers
carriers
employers using ICHRA
nonprofits
benefits platforms
state and federal marketplace users
Competitors
eHealth
Stride Health
HealthCare.com
GoHealth
HealthMarkets
SmartFinancial
Picwell
Limelight Health
Scale & contact
Estimated revenue
approximately $18.7M ARR (GetLatka estimate for 2024; public estimates vary)
Estimated monthly visits
3.2M
Traffic estimate as of May 2026
Latest news
LinkedIn · Feb 2026
HealthSherpa announced it was named a 2026 Best Remote Place to Work by Built In and emphasized its remote-first culture, benefits, and mission.
BenefitsPRO · Jan 2026
Cited HealthSherpa data showing the 2026 ICHRA market was 2.8x larger than the prior year and estimating 400,000-800,000 people using ICHRAs for coverage.
PR Newswire · Aug 2025
HealthSherpa announced a new ICHRA Policy Status API to give platforms programmatic visibility into ACA policy status, reducing manual work and compliance risk while expanding its ICHRA infrastructure.
PR Newswire · Oct 2024
HealthSherpa introduced an ICHRA Marketplace for brokers, insurers, administrators, TPAs, and technology partners to enroll employees in individual health plans.
Jobs and careers at HealthSherpa
2 jobs at HealthSherpa
Senior Technical Account Manager
Remote
Sales
Remote (All US)
6mo ago
Remote
Full-time
Don't See What You're Looking For?
Remote
3y ago
Remote
Full-time