Transportation

Handcuffed to Uber

Comment

Image Credits:

Plenty of people would give everything to be an early employee at seven-year-old Uber. But Uber employees who’ve been with the ride-share company for at least a few years have discovered a considerable downside to their ride with the transportation juggernaut. They can’t afford to quit. Startup employees have to exercise their options within 90 days of leaving a company or else lose them and at Uber, that cost is simply too high.

A quick scan of LinkedIn for former employees underscores the point. Of Uber’s roughly 6,700 employees, only a tiny fraction have left, and in most cases, those hires weren’t around long enough to be worrying about vested options.

Employees of privately held companies have long wrestled with this issue. (We wrote about it here last summer.) With valuations of many privately held tech companies having soared so dramatically in recent years, the amount of capital needed to buy employee options has escalated at an unprecedented pace for employees at a variety of places.

Uber appears to be the most extreme example, however. In a completely hypothetical example, let’s say an early, top Uber engineer was given .5 percent of the company. Now let’s say this person was awarded options in 2011, when Uber raised $11 million in Series A funding at a reported $60 million valuation. His ownership stake at the time would have been $300,000. Yet today, that same stake (undiluted) would now be worth $300 million at Uber’s reported current post-money valuation of $60 billion. That’s a paper gain of $299,700,000.

It’s very hard to cry about that, it’s true. But there is bad news: at a 40 percent tax rate for short-term gains, if the engineer opted to leave Uber, he’d confront a tax bill of $119,880,000, not including that earlier $300,000 needed to exercise the options. And leaving Uber would start the clock. He’d have just 90 days to come up with the $300,000, and he’d have to come up with the rest of the money for the much larger tax bill by the next April 15.

Maybe Uber will be publicly traded by then. Maybe it won’t.

Some highly valued companies have tried to ease this issue for employees by allowing them to sell some of their shares to preapproved secondary sellers at certain points. Not so Uber, which amended its bylaws in 2013 to restrict unapproved secondary sales. Not only does it not allow employees to sell their shares to secondary buyers, it also won’t allow them to use services like those offered by 137 Ventures, which makes loans to founders and early employees using their stock as collateral. (Snapchat, Dropbox, and Airbnb have similar policies.)

Our sense is that the company doesn’t mess around, either. Four secondary players have told us of employees who’ve tried to find ways around Uber’s regulations, only to be stymied. “We’ve been approached by big groups of early employees, and I know a lot has been written about loans or hypothetical products to get around its policies,” says one source. “But Uber’s position is that if it learns [of a sale or loan] that goes around its share-transfer restrictions, there will be consequences.”

Screen Shot 2016-04-29 at 9.32.41 AM

 

It may seem uncharitable on some level, but it’s very much by design, according to insiders, who say Uber CEO Travis Kalanick has two primary motivations for keeping his company’s shares on lockdown.

The first dates back to Facebook, whose IPO was widely considered a bungled affair. In small part, errors in Nasdaq’s computer programming created problems. (Nasdaq later paid out tens of millions of dollars to both the SEC and to brokers who lost money because of those glitches.)

The bigger issue was the vibrant secondary market that sprang up around Facebook shares when the company was still private. By the time Facebook went public in May 2012, many retail investors had already shelled out several hundred thousand dollars for its privately held shares. There was “no pop,” says one longtime Uber employee who asked not to be named. “Uber doesn’t want everyone in the deal” because, unlike Facebook, “it wants a spike” when it finally has its public market debut.

Uber’s second motivation is to retain the company’s talent. Whereas some companies like Pinterest have opted to make give employees greater flexibility when it comes to managing their vested options, Uber has chosen instead to make it hard, if not impossible, for its employees to move on to other companies.

“If you had the ability to sell a portion of your shares to pay the tax on them, that would be one thing,” says one longtime Uber employee. “But you can’t. So unless you’ve already made a lot of money or want to walk away from very valuable equity, you stay.”

Uber management is “all former Google and Facebook execs,” notes this person. “They’ve seen the pitfalls of letting people exercise early, and they made sure, early on, that it wasn’t going to happen. Unfortunately, many [employees] who walked in here and received options didn’t really understand all these sophisticated systems.”

Money, money, money, money . . . money!

Despite employees’ immobility, morale inside Uber remains high, according to our sources, a sentiment that the jobs site Glassdoor seems to confirm. Roughly 1,600 people have reviewed Uber on the platform; the 490 who’ve rated CEO Travis Kalanick collectively award him a 91 percent approval rating.

As Uber investor Bill Maris of GV recently noted to us, too,  “a lot of [Uber’s] employees are new. I don’t think they’re pounding the table saying, ‘We need to go public because we need our money.’”

Indeed, one source says the number of employees who’ve been with the company for more than four years and whose options are fully vested is in the low double digits.

Nevertheless, being handcuffed to the company can mean missed opportunities, both for employees to work for other companies (or themselves), and in their personal lives.

As one sympathetic early investor who asked not to be named tells us, “Giving employees liquidity doesn’t mean they leave. Sometimes they want to buy homes or cars or whatever, and providing ways they can improve their lives seems like a good move.”

Questions about Uber’s future, and how much everyone owns, is likely an ongoing distraction for employees, too.

Though Uber’s success to date has been unrivaled, a variety of on-demand apps have been closing down owing to their thin- to non-existent margins. Uber isn’t immune to financial worries, either. Just this week, it agreed to shell out at as much as $100 million to drivers in California and Massachusetts to settle a class-action lawsuit. It’s unlikely the case settled the prospect of other lawsuits stemming from disagreements over how Uber should classify its drivers.

Meanwhile, the company has already raised at least $9 billion in funding from a wide variety of capital sources. That gives it room to grow and experiment. At the same time, later-stage rounds typically come with preferred terms that aim to protect those new investors — often at a cost to earlier backers and employee shareholders. In fact, some speculated last week that a tirade authored by VC Bill Gurley of Benchmark against “dirty terms” was aimed at Uber management. (Benchmark led Uber’s Series A round.)

Gurley didn’t respond to related questions last week. Asked for this piece about employees’ inability to sell or transfer their shares, Uber also declined to comment. Given the many other initiatives that Uber is juggling on any given day, that’s not surprising.

In the meantime, Uber continues to chug along with the help of many employees who “feel really good about the company.” So says one Uber employee who, it’s worth noting, has worked for Uber for less than a year.

At Uber, as with all startups, the big question is how long that goodwill will last.

More TechCrunch

The fresh funds were raised from two investors who transferred the capital into a special purpose vehicle, a legal entity associated with the OpenAI Startup Fund.

OpenAI Startup Fund raises additional $5M

Accel has invested in more than 200 startups in the region to date, making it one of the more prolific VCs in this market.

Accel has a fresh $650M to back European early-stage startups

Kyle Vogt, the former founder and CEO of self-driving car company Cruise, has a new VC-backed robotics startup focused on household chores. Vogt announced Monday that the new startup, called…

Cruise founder Kyle Vogt is back with a robot startup

When Keith Rabois announced he was leaving Founders Fund to return to Khosla Ventures in January, it came as a shock to many in the venture capital ecosystem — and…

From Miles Grimshaw to Eva Ho, venture capitalists continue to play musical chairs

On the heels of OpenAI announcing the latest iteration of its GPT large language model, its biggest rival in generative AI in the U.S. announced an expansion of its own.…

Anthropic is expanding to Europe and raising more money

If you’re looking for a Starliner mission recap, you’ll have to wait a little longer, because the mission has officially been delayed.

TechCrunch Space: You rock(et) my world, moms

Apple devoted a full event to iPad last Tuesday, roughly a month out from WWDC. From the invite artwork to the polarizing ad spot, Apple was clear — the event…

Apple iPad Pro M4 vs. iPad Air M2: Reviewing which is right for most

Terri Burns, a former partner at GV, is venturing into a new chapter of her career by launching her own venture firm called Type Capital. 

GV’s youngest partner has launched her own firm

The decision to go monochrome was probably a smart one, considering the candy-colored alternatives that seem to want to dazzle and comfort you.

ChatGPT’s new face is a black hole

Apple and Google announced on Monday that iPhone and Android users will start seeing alerts when it’s possible that an unknown Bluetooth device is being used to track them. The…

Apple and Google agree on standard to alert people when unknown Bluetooth devices may be tracking them

The company is describing the event as “a chance to demo some ChatGPT and GPT-4 updates.”

OpenAI’s ChatGPT announcement: Watch here

A human safety operator will be behind the wheel during this phase of testing, according to the company.

GM’s Cruise ramps up robotaxi testing in Phoenix

OpenAI announced a new flagship generative AI model on Monday that they call GPT-4o — the “o” stands for “omni,” referring to the model’s ability to handle text, speech, and…

OpenAI debuts GPT-4o ‘omni’ model now powering ChatGPT

Featured Article

The women in AI making a difference

As a part of a multi-part series, TechCrunch is highlighting women innovators — from academics to policymakers —in the field of AI.

8 hours ago
The women in AI making a difference

The expansion of Polar Semiconductor’s facility would enable the company to double its U.S. production capacity of sensor and power chips within two years.

White House proposes up to $120M to help fund Polar Semiconductor’s chip facility expansion

In 2021, Google kicked off work on Project Starline, a corporate-focused teleconferencing platform that uses 3D imaging, cameras and a custom-designed screen to let people converse with someone as if…

Google’s 3D video conferencing platform, Project Starline, is coming in 2025 with help from HP

Over the weekend, Instagram announced it is expanding its creator marketplace to 10 new countries — this marketplace connects brands with creators to foster collaboration. The new regions include South…

Instagram expands its creator marketplace to 10 new countries

You can expect plenty of AI, but probably not a lot of hardware.

Google I/O 2024: What to expect

The keynote kicks off at 10 a.m. PT on Tuesday and will offer glimpses into the latest versions of Android, Wear OS and Android TV.

Google I/O 2024: How to watch

Four-year-old Mexican BNPL startup Aplazo facilitates fractionated payments to offline and online merchants even when the buyer doesn’t have a credit card.

Aplazo is using buy now, pay later as a stepping stone to financial ubiquity in Mexico

We received countless submissions to speak at this year’s Disrupt 2024. After carefully sifting through all the applications, we’ve narrowed it down to 19 session finalists. Now we need your…

Vote for your Disrupt 2024 Audience Choice favs

Co-founder and CEO Bowie Cheung, who previously worked at Uber Eats, said the company now has 200 customers.

Healthy growth helps B2B food e-commerce startup Pepper nab $30 million led by ICONIQ Growth

Booking.com has been designated a gatekeeper under the EU’s DMA, meaning the firm will be regulated under the bloc’s market fairness framework.

Booking.com latest to fall under EU market power rules

Featured Article

‘Got that boomer!’: How cybercriminals steal one-time passcodes for SIM swap attacks and raiding bank accounts

Estate is an invite-only website that has helped hundreds of attackers make thousands of phone calls aimed at stealing account passcodes, according to its leaked database.

13 hours ago
‘Got that boomer!’: How cybercriminals steal one-time passcodes for SIM swap attacks and raiding bank accounts

Squarespace is being taken private in an all-cash deal that values the company on an equity basis at $6.6 billion.

Permira is taking Squarespace private in a $6.9 billion deal

AI-powered tools like OpenAI’s Whisper have enabled many apps to make transcription an integral part of their feature set for personal note-taking, and the space has quickly flourished as a…

Buy Me a Coffee’s founder has built an AI-powered voice note app

Airtel, India’s second-largest telco, is partnering with Google Cloud to develop and deliver cloud and GenAI solutions to Indian businesses.

Google partners with Airtel to offer cloud and GenAI products to Indian businesses

To give AI-focused women academics and others their well-deserved — and overdue — time in the spotlight, TechCrunch has been publishing a series of interviews focused on remarkable women who’ve contributed to…

Women in AI: Rep. Dar’shun Kendrick wants to pass more AI legislation

We took the pulse of emerging fund managers about what it’s been like for them during these post-ZERP, venture-capital-winter years.

A reckoning is coming for emerging venture funds, and that, VCs say, is a good thing

It’s been a busy weekend for union organizing efforts at U.S. Apple stores, with the union at one store voting to authorize a strike, while workers at another store voted…

Workers at a Maryland Apple store authorize strike