An IPO would also force Airbnb to open its books to investors. The We Co., which was supposed to have an IPO this fall, had to withdraw its plans after some investors took a look and were highly critical. Amid the ensuing scrutiny, the CEO was forced to resign and financial advisers said WeWork's potential valuation would likely fetch only about a quarter of its earlier $47 billion.

On Tuesday, hundreds of venture capitalists and executives from private companies will meet in Silicon Valley to discuss the benefits of direct listings. The event is sponsored by 12 venture capital firms and will include Mike Moritz of Sequoia Capital, the biggest venture capital backer of Airbnb; Benchmark's Bill Gurley; and Spotify's CFO, Barry McCarthy.

With a private valuation of $31 billion, Airbnb is likely to be a topic of discussion. It's slated to be one of the most high-profile companies to go public next year.

Airbnb executives have been talking about an IPO since at least 2018 and the extended timeline has caused tension inside the company. Last summer, a handful of former employees sent a letter to Airbnb's founders pleading for a public offering so they could sell their stock options—some of which start expiring in November 2020, according to the New York Times. Earlier last year, CFO Laurence Tosi left the company after butting heads with CEO Brian Chesky, in part over the timing of the IPO.

Last month, Airbnb officially announced it would go public in 2020 in a one-sentence press release. The company didn't give any additional details on the timeline or whether it intends to file for an IPO or take the direct listing route. So far this year, Airbnb's fellow tech unicorns that have gone public have received a chilly reception. Uber Technologies Inc. is trading at 30 percent below its IPO price, Lyft Inc. is down more than 40 percent, and Slack is down almost 8 percent.

Unlike these unprofitable companies, Airbnb has a stronger financial position. In the last quarter, it pulled in more than $1 billion in revenue, and the company has said its earnings before interest, taxes, depreciation, and amortization (EBITDA) were positive in both 2017 and 2018.

Venture capitalist and Uber's former political adviser Bradley Tusk says a direct listing would be more beneficial for Airbnb, which is now an 11-year-old company. (Tusk also ran the 2009 mayoral campaign of Michael Bloomberg, the owner of Bloomberg's parent company, Bloomberg LP.)

"What we've seen with Uber, Lyft, and the other big ones is that when you're private for so, so long, you don't get any honeymoon by the time you go public," Tusk said. "Given the struggles so many tech companies have had in the past year and a half, it's not shocking they might want to try something different."

As Airbnb prepares for its entrance into the public markets, one of its major hurdles is solving outstanding regulatory issues in some of its biggest markets, like Paris and New York City, where its business model of short-term home rentals has been at odds with the city for a decade. Investors want Airbnb to solve its regulatory battles before going public, since failure to do so could cast doubt on the company's valuation.

David Hsu, a professor at the University of Pennsylvania's Wharton Business School, says that bypassing the roadshow that goes hand in hand with a traditional IPO means Airbnb "wouldn't have to retell the story and expose wounds that are already there."

However, the company could experience more price volatility in its stock because it hasn't been as well-vetted and wouldn't have the support of an underwriter. "The direct listing is super new, but it may well be appropriate for Airbnb," Hsu said. "They are already a well-known business model because lots of people have stayed in an Airbnb, so this theoretical danger of volatility in the price may not be that significant."

Dennis Schaal, founder of online travel analysis site Skift, says he would bet on Airbnb doing a direct listing. "What's clear from its history is that Airbnb executives like to do things their own way," Schaal wrote in a recent column. "If the company can avoid the well-worn and costly initial public offering route that many of its peers have slogged through, and go for a direct listing instead, then that would be another jab at mainstream practices, make employees happy, and would fit in nicely with the Airbnb startup narrative and culture."

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