A.E. Perkins has assembled benefits administration, payroll, direct primary care and payment infrastructure under one long-term owner. Its pitch is less about disruption than about making the machinery of work and healthcare reliably disappear into the background.
HealthEquity turned the least glamorous tab in workplace benefits into a three-engine business - and a bid to make health savings as familiar as the 401(k).
AMBA found a durable business in the spaces ordinary benefits leave behind. Now the Austin company is buying the plumbing of affinity insurance - one association, call center and administration platform at a time.
Founded to hand-process payroll for a handful of New Jersey firms, ADP now quietly moves the paychecks of one in six American workers - and it hasn't missed a quarterly earnings increase since 1961.
Healthee is an AI-powered health benefits platform that helps employees understand, navigate, and use their health insurance. Its virtual assistant, Zoe, answers plan-specific questions about coverage, providers, and costs in plain language across 50+ languages, while giving HR teams and brokers tools to cut administrative burden and healthcare spend. Founded in 2021 and headquartered in New York with R&D in Tel Aviv, Healthee serves 15,000+ customer organizations including Instacart, SiriusXM, and Celonis, and raised a $50M Series B in 2025.
Pasito is a New York-based AI company building an AI-native workspace for group health, life, and retirement benefits. Founded in 2021 by Pauline Roteta, Ignacio Ampuero, and Julie Scotland, and backed by Y Combinator, the platform ingests unstructured plan documents and employee census data into a unified data layer, then deploys engagement AI agents to automate benefits work across sales, quoting, marketing, enrollment, support, and claims. Pasito serves carriers, brokerages, and consultants including New York Life, Reliance Matrix, OneDigital, and Daybright Financial. In February 2026 it raised a $21 million Series A led by Insight Partners.
Workers Benefit Fund is a New York-based, mission-driven company that closes the benefits gap for gig workers, freelancers and independent contractors. Acting as a PEO-style solution for the gig industry, it builds the technology, outreach infrastructure and partnerships that platforms, labor unions and public institutions need to connect non-traditional workers with health, wellness and financial benefits. Its flagship work powers the Drivers Benefits program alongside The Black Car Fund, which has enrolled tens of thousands of New York for-hire drivers at no cost to them.
ADP is one of the world's largest providers of payroll and human capital management (HCM) technology and services. Founded in 1949 as a manual payroll bureau in New Jersey, it now runs cloud-based platforms that pay and manage the workforces of more than a million clients across 140 countries, processing pay for roughly 42 million workers. Its business spans payroll, tax filing, benefits, talent, time and attendance, retirement services, and full HR outsourcing through its PEO arm.
Vitable Health is a Philadelphia-based health benefits company that gives hourly and blue-collar workers affordable access to primary care. Founded in 2020 by Joseph Kitonga, it pairs virtual and in-person direct primary care - visits, over 1,000 free prescriptions, common lab tests, mental health support and care navigation - with an integrated ICHRA platform, so small and mid-sized employers can offer real coverage to workers who typically fall between Medicaid eligibility and pricey commercial insurance. Employers pay roughly $30 per employee per month, and the company says it has made more than 100,000 lives eligible for care.
Arlo is a New York-based health insurance startup rebuilding coverage for small and mid-sized businesses. It pairs AI-driven underwriting with value-based care and cost transparency to offer level-funded plans that make big-company benefits available to teams of roughly 10 to 150 employees, without the big-company admin. Founded in 2022 by former Palantir team lead Jan-Felix Schneider and ex-Finch engineering lead Karthik Bhaskara, Arlo raised a $4M seed round in 2025 led by Upfront Ventures and works with reinsurer Nationwide.
Fleet is a San Francisco-based commuter benefits management platform that helps employers set up, run, and stay compliant with pre-tax and subsidized transportation programs. It manages all mobility spend in one place - pre-tax transit and parking, employer subsidies, government grants, and rewards - across transit, parking, bikes, e-bikes, scooters, rideshare, and vanpools. By integrating with 180+ HR and payroll systems, Fleet lets HR teams roll out commuter benefits quickly, meet local mandates in cities like NYC, LA, and the Bay Area, and nudge employees toward lower-carbon commutes.
Penelope is a New York fintech that makes 401(k) retirement plans practical for the businesses that usually get ignored - the corner shop, the two-person startup, the solopreneur. Founded in 2021 by former Wall Street executive Jean Kim Smart and named after her daughter, the company started as a low-cost, self-service platform offering Pooled Employer Plans, traditional 401(k)s and Solo 401(k)s, and has since built a cloud-native, API-first, SECURE 2.0-ready recordkeeping platform that independent recordkeepers and benefit providers can run under their own brand. The pitch is unglamorous but real: automate the paperwork, cut the cost, and let roughly 60 million Americans who work for small employers start saving.
Plane (formerly Pilot) is a San Francisco-based global payroll, HR, and compliance platform that lets fast-growing companies pay U.S. employees, international employees, and contractors from a single system. Founded in 2017 out of Y Combinator's Winter 2017 batch, Plane runs domestic payroll, hires people abroad through employer-of-record services, and pays contractors in 240+ countries and 130+ currencies - pitching itself as the easiest-to-set-up multi-country payroll tool, with an unusual approach of charging foreign-exchange fees at cost rather than marking them up.
Refresh is a white-labeled employee-experience SuperApp that unifies benefits, wellness, recognition, communication, and onboarding into one branded mobile app. Born in 2007 as Refresh Body, a New York on-demand massage-and-yoga concierge for offices and hotels, it pivoted into HR technology aimed at the deskless and frontline majority of the global workforce. Its orchestration layer connects thousands of existing HR, payroll, and collaboration tools, then delivers the right resource to the right employee at the right moment - so benefits that companies already pay for actually get used.
Shaurya Saluja is the co-founder and CEO of Fleet, a San Francisco commuter-benefits platform he spun out of research at Stanford in 2018. He turned a Bay Area gripe - the Big Tech shuttle buses crowding the freeways - into a company that hands the commuting superpowers of giant employers to companies of any size. Fleet automates pre-tax transit benefits, employer subsidies, government grants, and rewards across every mode of transport, and raised over $5 million led by Congruent Ventures. A Stanford computer scientist and data analyst, Saluja brought peer-to-peer carsharing to Eastern Europe and launched demand-responsive carpooling in the Bay Area before Fleet, and was named to the Association for Commuter Transportation's 2023 40 Under 40.
Collective Health is a San Francisco-based health benefits technology company that operates an integrated platform for self-funded employers. It brings medical, dental, vision, pharmacy, and digital health partners together in one system, pairing claims administration with a member app, care navigation, and analytics so employers can control costs while making coverage easier for employees to understand, navigate, and pay for.
evermore (formerly Soda Health) is a healthcare technology company that administers Smart Benefits, connecting people to the products and services they need - healthy food, OTC medications, transportation and more - when they need them. Its Smart Benefits Operating System adjudicates purchases at the item level in real time across more than 70,000 retail locations, helping Medicare Advantage, Medicaid and commercial payers manage supplemental benefits, close care gaps and improve outcomes. The company rebranded from Soda Health to evermore in October 2025 after closing an oversubscribed $50M Series B led by General Catalyst.
LightSpun (formerly 32Health) is a Boston-based, AI-first software company rebuilding the back office of dental insurance. Its modular, API-first platform automates claims adjudication, benefits administration, provider onboarding, credentialing, and contact-center workflows for dental payers and dental service organizations. Customers auto-adjudicate more than 90% of claims, cut administrative overhead roughly in half, and shrink provider onboarding from 45-60 days to under a week. The company raised a $13M Series A in September 2025 and powers credentialing and claims for a large share of U.S. dental providers, including through a collaboration with the American Dental Association.
Sana is an Austin-based health insurtech building modern, tech-enabled health plans for small and medium-sized businesses. By cutting out the administrative bloat of the traditional 'Big 5' insurers and bundling free virtual primary care and care navigation, Sana says it can lower employer-paid premiums by roughly 20-30% while still offering rich benefits. It sells level-funded and group medical plans direct to employers and through brokers, pairing claims transparency with its own Sana Care clinical team.
Vivek Shah is the co-founder and CEO of SimplyInsured, a San Francisco company that lets small businesses compare and buy employee health insurance entirely online - billed as 'Kayak for health insurance.' An MIT-trained engineer and former McKinsey healthcare analyst, he started the company in 2012 after a maddening personal experience trying to buy coverage. Backed by Y Combinator (W13), Bessemer, and Polaris, SimplyInsured has served roughly 25,000 small businesses and saved them more than $50 million.
Noyo is a San Francisco-based benefits data platform that uses APIs and AI to connect insurance carriers, benefits administration software, and HR teams. It turns the slow, error-prone exchange of employee benefits data into real-time, automated connections, eliminating manual data entry and coverage-impacting errors across the benefits ecosystem.
SimplyInsured is an online health insurance marketplace and benefits administration platform built for small businesses. It lets owners shop, compare, and enroll in medical, dental, and vision plans from 200+ carriers in minutes, then automates employee deductions and payroll syncing - all at no cost beyond the regular premiums. The company powers embedded health benefits inside Square, Gusto, Check, and Patriot payroll.
Zorro is an AI-powered ICHRA platform that swaps rigid group health plans for a defined-contribution model - think 401(k), but for health insurance. Employers set a budget, employees get a personal allowance, and Zorro's decision-support engine helps each person pick an individual plan that actually fits their doctors, medications, and wallet. The platform serves employers, employees, and the brokers who sell to them, and clients have averaged over 20% premium savings versus traditional group coverage.
Gusto is a cloud-based payroll, benefits, and HR platform built for small and medium-sized businesses. Founded in 2011 as ZenPayroll by Josh Reeves, Tomer London, and Edward Kim, the company has grown to serve over 500,000 businesses and recently crossed $1 billion in annual revenue. Gusto handles everything from payroll runs and tax filings to health insurance, 401(k) plans, and employee onboarding - replacing what used to require a patchwork of accountants, brokers, and spreadsheets with a single platform. The company also offers Gusto Embedded, a payroll API that lets other software platforms build payroll directly into their products. Valued at roughly $9.5 billion, Gusto remains private and is widely considered a leading IPO candidate in the HR tech space.
Tomer London is the co-founder and Chief Product Officer of Gusto, a $9.5 billion payroll and HR platform serving 400,000+ small businesses across the United States. Born and raised in Haifa, Israel, where his father ran a clothing store for over 35 years, Tomer taught himself Visual Basic at age 12 to build inventory software for the family business — a founding instinct that never left him. After earning his B.S. from the Technion and pursuing graduate studies at Stanford, he co-founded Gusto (originally ZenPayroll) in 2011 with Josh Reeves and Eddie Kim, going through Y Combinator and building the company into one of the most beloved B2B products in Silicon Valley, known for its unusually high NPS scores and the philosophy that payroll software should feel like a celebration, not a chore.
Tylon Wang (Ty Wang) is the Co-Founder and CEO of Angle Health, an AI-native health insurance platform that builds custom, full-service health plans for small and medium-sized businesses across 44 states. A former Palantir deployment strategist and Y Combinator alumnus, Wang founded Angle Health in 2019 after watching his immigrant parents navigate a healthcare system that wasn't built for people like them. Under his leadership, Angle Health has raised nearly $200 million in funding — including a $134 million Series B in December 2025 — and grown revenue 26x since its 2022 Series A, now serving more than 3,000 employers.