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.
Public company, workplace, funding, and market signals
Updated Jul 30, 2026
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
16 jobs at HealthSherpa
Business model
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
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
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
Pricing
Free to licensed agents and consumers; carriers pay HealthSherpa fees, so consumers do not pay more for plans on the platform.
Differentiators
Technology
Customers
Competitors
Estimated revenue
approximately $18.7M ARR (GetLatka estimate for 2024; public estimates vary)
Estimated monthly visits
3.2M
Traffic estimate as of May 2026
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.
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.