• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Current price of oil as of June 15, 2026

2

CEO of $20 billion AI firm Perplexity says the secret to success is ‘sleeping with that fear’ that your competitor will steal your idea

3

Meet Gwynne Shotwell, the engineer-turned-COO who runs SpaceX in platform heels and is now worth over $2 billion

1

Current price of oil as of June 15, 2026

2

CEO of $20 billion AI firm Perplexity says the secret to success is ‘sleeping with that fear’ that your competitor will steal your idea

3

Meet Gwynne Shotwell, the engineer-turned-COO who runs SpaceX in platform heels and is now worth over $2 billion
Tech

Should Zenefits be worried? Payroll upstart takes on employee benefits

By
Heather Clancy
Heather Clancy
Down Arrow Button Icon
By
Heather Clancy
Heather Clancy
Down Arrow Button Icon
September 17, 2015, 9:00 AM ET
Courtesy of Gusto
Add Fortune on Google for similar content.

Another day, another startup dedicated to the cause of disrupting how small businesses manage employee benefits, particularly health insurance. What makes this one notable: 20,000 companies from all 50 U.S. states already use its payroll processing services.

Let me be among the first to introduce you to Gusto, which has been doing business as ZenPayroll for the past four years. Clearly, its original name was too limiting for the next phase of the company’s business plan.

Over the past few months, Gusto has quietly tested health benefits and workers’ compensation products. Now, it will offer both services to existing and new accounts, starting in California. (Workers’ comp is already available nationally.)

That shift will put the San Francisco-based company in head-to-head competition with Zenefits, the powerful online health insurance broker. The rivalry becomes even more intriguing in the context of a BuzzFeed report this week suggesting that Zenefits may be preparing its own payroll services.

Traditionally, the two startups have been partners: Zenefits uses payroll data from the likes of ADP and ZenPayroll to manage its plans, but wants to reduce that dependency. That’s a rational strategy given pending litigation with ADP, which has sued for defamation (the next hearing is Sept. 24.) Zenefits has no official comment on its plans for a payroll processing service.

Gusto co-founder and CEO Josh Reeves said his 275-person company began planning its expansion beyond payroll shortly after it was founded. An early indicator emerged in late July, when the company disclosed plans to hire up to 1,000 people in Colorado. Presentations for its seed funding even included ideas for tax services, health insurance, retirement plans, and other benefits, he added.

“Today, people are treated like ID numbers and transactions. They are not empowered to be treated like people. We want to put humans at the center,” Reeves said.

So far, Gusto has raised approximately $86.1 million, including a massive $60 million round from Google Capital last April. As a side note, Google Capital just put $32.5 million into another disruptive insurance startup, Oscar Health.

Entrepreneur Tom Sheahan, founder and CEO of messaging service company Red Oxygen, said Gusto “took all the hard stuff off my hands” by dramatically reducing the paperwork associated with benefits administration.

Gusto will find itself competing with a well-funded, aggressive rival. As of late June, Zenefits claimed more than 10,000 accounts. Last year, it generated around $20 million in revenue and as of May its valuation was around $4.5 billion. CEO Parker Conrad told Fortune sales could quintuple this year.

There are also plenty of other companies seeking a piece of the action, including those hoping to empower existing insurance brokers with cloud software, such as EaseCentral and Maxwell Health. The latter company, co-founded by brothers Vinay and Veer Gidwaney, has more than doubled its staff this year to 150 people just to keep up with growth.

“When an idea gets into your mind, there’s not much you can do to stop it,” said Veer Gidwaney, when we chatted about his company’s model in August. “If you make health and benefits work together, that’s a good thing for the health system overall.”

The Google wearable that will take healthcare by storm:

Subscribe to Data Sheet, Fortune’s daily newsletter on the business of technology.

About the Author
By Heather Clancy
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Tech

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Tech

A ChatGPT prompt almost killed Ryan Serhant’s $50 million NYC penthouse deal. Here’s how he saved it
Real EstateBrainstorm Tech
A ChatGPT prompt almost killed Ryan Serhant’s $50 million NYC penthouse deal. Here’s how he saved it
By Sydney LakeJune 16, 2026
1 hour ago
UX UI designers working together
SuccessCareers
Marketing jobs are among the most exposed to AI. Adobe and LinkedIn are teaming up to ensure the industry is upskilled—not replaced
By Preston ForeJune 16, 2026
1 hour ago
Two mayors, one $10 billion AI data center, and a growing divide in small-town Texas
AIPolitics
Two mayors, one $10 billion AI data center, and a growing divide in small-town Texas
By Sharon GoldmanJune 16, 2026
1 hour ago
Agentic AI systems are doing more and more work. Now humans need to figure out how to verify it all
AIBrainstorm Tech
Agentic AI systems are doing more and more work. Now humans need to figure out how to verify it all
By Alexei OreskovicJune 15, 2026
8 hours ago
Gina Rinehart
InvestingSpaceX
Australia’s richest person just bought a SpaceX stake worth more than $1 billion. ‘Elon has done what very few people in history have done’
By Jacqueline MunisJune 15, 2026
12 hours ago
Top analyst: 71% of SpaceX’s $2 trillion value rests on AI. Grok’s numbers are ‘almost comical’ by comparison
Startups & VentureSpaceX
Top analyst: 71% of SpaceX’s $2 trillion value rests on AI. Grok’s numbers are ‘almost comical’ by comparison
By Mia OsmonbekovJune 15, 2026
12 hours ago

Most Popular

Current price of oil as of June 15, 2026
Personal Finance
Current price of oil as of June 15, 2026
By Joseph HostetlerJune 15, 2026
19 hours ago
CEO of $20 billion AI firm Perplexity says the secret to success is ‘sleeping with that fear’ that your competitor will steal your idea
Success
CEO of $20 billion AI firm Perplexity says the secret to success is ‘sleeping with that fear’ that your competitor will steal your idea
By Preston ForeJune 13, 2026
3 days ago
Meet Gwynne Shotwell, the engineer-turned-COO who runs SpaceX in platform heels and is now worth over $2 billion
Startups & Venture
Meet Gwynne Shotwell, the engineer-turned-COO who runs SpaceX in platform heels and is now worth over $2 billion
By Eva RoytburgJune 15, 2026
1 day ago
Boomers actually do hold most of the wealth and power. So why do they call it 'whiny' to point that out?
Economy
Boomers actually do hold most of the wealth and power. So why do they call it 'whiny' to point that out?
By Nick LichtenbergJune 14, 2026
2 days ago
Current price of silver as of Monday, June 15, 2026
Personal Finance
Current price of silver as of Monday, June 15, 2026
By Joseph HostetlerJune 15, 2026
19 hours ago
Social Security's 2032 deadline puts a 22% cut on the table — but Washington has way less room to negotiate than 1983
Personal Finance
Social Security's 2032 deadline puts a 22% cut on the table — but Washington has way less room to negotiate than 1983
By John W. Diamond and The ConversationJune 12, 2026
4 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.