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

Trendingnow

1

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

2

Social Security's 2032 deadline puts a 22% cut on the table — but Washington has way less room to negotiate than 1983

3

Boomers actually do hold most of the wealth and power. So why do they call it 'whiny' to point that out?

1

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

2

Social Security's 2032 deadline puts a 22% cut on the table — but Washington has way less room to negotiate than 1983

3

Boomers actually do hold most of the wealth and power. So why do they call it 'whiny' to point that out?
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

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
2 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
3 hours ago
OpenAI and Oracle are building one of America’s biggest data centers in a state where tree mortality tripled last year
Environmentclimate change
OpenAI and Oracle are building one of America’s biggest data centers in a state where tree mortality tripled last year
By Catherina GioinoJune 15, 2026
4 hours ago
Katie Moussouris, the founder and CEO of Luta Security.
AIAnthropic
‘Fix this code’—The three little words behind the U.S. government decision that shut down Anthropic’s Fable and Mythos AI models
By Jeremy KahnJune 15, 2026
4 hours ago
Shotwell stands and smiles widely
InvestingSpace X
Here’s how SpaceX’s debut stacks up against other major IPOs
By Jacqueline MunisJune 15, 2026
5 hours ago
Google CEO Sundar Pichai
Big TechGoogle
Hundreds of Stanford students walked out of their grad ceremony to protest Google CEO’s commencement speech. It wasn’t all about AI
By Tristan BoveJune 15, 2026
6 hours ago

Most Popular

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
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
3 days 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
1 day ago
Iran proved it can close the Strait of Hormuz, but the U.S. is advertising very loudly that the world's top superpower can at least punch open a hole
Energy
Iran proved it can close the Strait of Hormuz, but the U.S. is advertising very loudly that the world's top superpower can at least punch open a hole
By Jason MaJune 14, 2026
1 day ago
SpaceX surge further boosts Saudi billionaire prince’s fortune
Investing
SpaceX surge further boosts Saudi billionaire prince’s fortune
By Adveith Nair and BloombergJune 14, 2026
1 day ago
AI job disruption is here. The problem may be compounded because nearly 75% of people don't apply for unemployment benefits
AI
AI job disruption is here. The problem may be compounded because nearly 75% of people don't apply for unemployment benefits
By Jacqueline MunisJune 14, 2026
1 day 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.