Matt Levine, Columnist

Work for Uber, Wind Up in Debt

The stock-option compensation plan causes hardship for ex-employees as long as the company stays private.

Confusion and sadness in the enchanted forest.

ANTHONY WALLACE / Staff

This seems like kind of a weird thing to do:

I mean, I get it: You went to Uber Technologies Inc. because you believed in it and thought it would change the world. A lot of your pay came in the form of stock options. When you left, your choice was to let the options expire worthless -- essentially giving up a big chunk of your paycheck for the last few years -- or go into debt to exercise them and keep your Uber investment. But the result is just odd. You have, potentially, more than 100 percent of your net worth invested in one company. (Not to mention some career investment: Uber's name on your resume is also an asset with fluctuating value.) You have no control over that company: Your voting rights are minimal and you don't even work there anymore. You have no downside protection: Unlike many of Uber's venture capitalists, you own common shares that are last in line to get paid. You can't sell your shares: Uber is private and liquidity opportunities for ex-employees are limited, though SoftBank Group Corp.'s tender for Uber shares will help. You've gone into debt to make a massive undiversified illiquid investment with no control rights. It is not best practices.