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

Meet Uber’s hedge-fund-like, Bermuda-based insurer

By
Stephen Gandel
Stephen Gandel
Down Arrow Button Icon
By
Stephen Gandel
Stephen Gandel
Down Arrow Button Icon
December 11, 2014, 5:00 AM ET
Photo courtesy: Bloomberg via Getty Images

Critics of Airbnb, Uber, and other companies in the so-called sharing economy argue that these companies are structured to avoid paying taxes. It appears that even companies on the fringes of the sharing economy are looking to dodge Uncle Sam.

James River Group, Uber’s insurer, paid a tax rate of just 12.6% last year. That’s less than half the average rate paid by companies in the S&P 500 last year, which was 27%. The effective U.S. corporate tax rate is 35%.

How did James River Group manage to avoid the tax man? A few years ago, it moved to an island. James River Group was formed in 2002 and was originally based in Chapel Hill, N.C. The company’s website still lists its mailing address as Raleigh, N.C. But in 2007, the company was acquired by New York-based hedge fund D. E. Shaw. The deal sparked two shareholder lawsuits and huge payouts for James River’s founders, including $60 million for Matthew Bronfman, a scion of the family that once owned liquor giant Seagrams.

Shaw merged James River with a Bermuda-based shell company, and moved the combined firm’s headquarters to the island. The company has been private since 2007, but it is expected to sell shares to the public in an IPO on Thursday. James River aims to raise about $250 million and sell 11 million shares. In addition to Shaw, James River’s other major shareholder is Goldman Sachs. That gives Uber yet another tie to Goldman, which was recently tapped to lead a convertible-bond offering for the ride-sharing company and is angling to do Uber’s IPO.

James River specializes in offering corporations so-called excess insurance, policies that cover damages not covered by traditional insurance. Uber accounts for a small piece of James River’s business, but it is one of its fastest growing accounts. James River collected $18.7 million in premiums from so-called transportation network companies in the first nine months of 2014, up from just $1.7 million in 2013. The company has brought in $415 million in revenue this year.

It’s not clear if all of that growing business comes from Uber. The ride-sharing company has said that it buys its liability insurance from James River. The question is whether James River is getting a good deal for covering that risk.

Earlier this year, Uber published a blog post saying its corporate insurance policy “provides back up cover when/if a driver’s personal auto insurance denies the claim.” But many auto insurance policies do not cover drivers when they use their cars commercially. So James River could be on the hook for the whole tab when an Uber driver causes an accident or hurts a passenger or runs someone over. So, $19 million to cover all of that doesn’t seem like much, even if James River is only covering Uber in the U.S. One of the complaints about Uber is that it doesn’t have enough insurance to cover its growing fleet of drivers.

On top of that, there’s James River’s investment portfolio. In the prospectus for its IPO, James River says it does not operate like a hedge fund, but it’s willing to invest in some things that traditional insurance companies deem too risky. For example, James River has about 20% of its portfolio in bank loans. The company says the loans it invests in have an average credit rating of B. The cutoff for junk bonds is BBB+, which is a few notches above what James River’s average banks loans are graded. James River’s IPO documents say the loans are safe because they tend to be some of the first obligations that the companies it lends to have to pay back. But if the first obligation loans those companies hold are given a B rating, those company’s overall credit rating is probably even junkier. The bonds in James River’s bank loan portfolio pay an average yield of nearly 5.5%, suggesting the company’s investments are far riskier than typical corporate bonds.

James River has had some investing missteps. In the past year, for instance, it lost $2.1 million on a stake in Puerto Rico municipal bonds.

Still, on their own, the bank loans aren’t likely to do much damage to the company. James River holds a lot of cash, and it has a large portfolio of traditional, lower-risk corporate bonds and other debt. But combine James River’s risky investment portfolio with the fact that it has a growing business with a fairly new company where the true risk of the insurance it is selling is likely unknown and then you have something to be nervous about.

Of course, it’s probably not that much of a surprise that the company that chooses to insure Uber is also comfortable with more risk than usual in its investment portfolio. But the fact that Uber went with James River and decided not to pay up to get insurance elsewhere may tell you a little bit more about the ride-sharing company, not to mention the sizable risks sharing economy companies are willing to take.

Editors note: James River’s revenue from policies sold to transportation network companies like Uber was $18.7 million in the first nine months of 2014. An earlier version of this incorrectly said that was for 2013.

About the Author
By Stephen Gandel
See full bioRight Arrow Button Icon

Latest in Finance

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
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
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
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Finance

Stock futures sink while oil spikes as the U.S. Navy looks to squeeze Iran’s economy and break its grip on the Strait of Hormuz
PoliticsOil
Stock futures sink while oil spikes as the U.S. Navy looks to squeeze Iran’s economy and break its grip on the Strait of Hormuz
By Jason MaApril 12, 2026
31 minutes ago
A major U.S. gasoline production hub is in such a severe drought that its refineries may be hobbled. ‘We are actively praying for a hurricane’
Energyfossil fuels
A major U.S. gasoline production hub is in such a severe drought that its refineries may be hobbled. ‘We are actively praying for a hurricane’
By Michael Phillis and The Associated PressApril 12, 2026
2 hours ago
Hungarian voters oust Viktor Orbán, a close ally of Trump and Putin, despite late campaign push from JD Vance
EuropeElections
Hungarian voters oust Viktor Orbán, a close ally of Trump and Putin, despite late campaign push from JD Vance
By Justin Spike, Sam McNeil and The Associated PressApril 12, 2026
3 hours ago
Iran’s crumbling economy is the regime’s greatest weakness with prices up 40% since the war began while authorities worry about making payroll
EconomyIran
Iran’s crumbling economy is the regime’s greatest weakness with prices up 40% since the war began while authorities worry about making payroll
By Jason MaApril 12, 2026
4 hours ago
Here’s how a U.S. naval blockade of the Strait of Hormuz could work. ‘This is a big task, and it’s a big gamble’
PoliticsIran
Here’s how a U.S. naval blockade of the Strait of Hormuz could work. ‘This is a big task, and it’s a big gamble’
By Jason MaApril 12, 2026
7 hours ago
Intuit was an AI pioneer. Why its stock became a SaaSpocalypse casualty
InvestingSoftware
Intuit was an AI pioneer. Why its stock became a SaaSpocalypse casualty
By Geoff ColvinApril 12, 2026
8 hours ago

Most Popular

'This is the last warning.' Iran threatens U.S. warships after they throw down the gauntlet for winner-take-all Strait of Hormuz
Politics
'This is the last warning.' Iran threatens U.S. warships after they throw down the gauntlet for winner-take-all Strait of Hormuz
By Fortune EditorsApril 11, 2026
1 day ago
A 93-year-old refused to sell her home to the Masters golf course that’s spent $280 million on expansion: ‘Money ain’t everything’
Real Estate
A 93-year-old refused to sell her home to the Masters golf course that’s spent $280 million on expansion: ‘Money ain’t everything’
By Fortune EditorsApril 12, 2026
12 hours ago
'People are trying to be creative': Tariff-battered American companies are so cash-starved they are using refund claims as collateral for loans
Economy
'People are trying to be creative': Tariff-battered American companies are so cash-starved they are using refund claims as collateral for loans
By Fortune EditorsApril 12, 2026
16 hours ago
Palantir CEO says AI ‘will destroy’ humanities jobs but there will be ‘more than enough jobs’ for people with vocational training
Future of Work
Palantir CEO says AI ‘will destroy’ humanities jobs but there will be ‘more than enough jobs’ for people with vocational training
By Fortune EditorsApril 11, 2026
2 days ago
The 'affordability economy' has created a housing market nobody predicted: Prices collapsing in the Sun Belt, soaring in the Rust Belt
Real Estate
The 'affordability economy' has created a housing market nobody predicted: Prices collapsing in the Sun Belt, soaring in the Rust Belt
By Fortune EditorsApril 11, 2026
2 days ago
2 years ago, Saudi Arabia quietly canceled the ‘petrodollar’ deal with America that wired the world economy for 50 years. Then war broke out in Iran
Energy
2 years ago, Saudi Arabia quietly canceled the ‘petrodollar’ deal with America that wired the world economy for 50 years. Then war broke out in Iran
By Fortune EditorsApril 7, 2026
5 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.