So yeah, you are missing something. Public markets are basically strictly worse than private investors. Also it's not like there are a bunch of private investors waiting to write $555M checks to company's whose financials suck... how could that make any sense?
I receive stock in compensation. I have elected to auto-sell it - this works even during trade window freezes.
Alternatively, they may end up getting 120 cents on the dollar, compared to other stock holders, if the stock rose in price between the time that other insiders could sell, and the time that employees could sell. If the company's on an upwards trajectory, this is quite likely.
> Also it's not like there are a bunch of private investors waiting to write $555M checks to company's whose financials suck... how could that make any sense?
I don't think this works for employees who were already granted a huge chunk of stock pre IPO.
A private funding round with a limited controlled equity buyback from employees gives you a certain amount of control that going public does not, too -- a company like AirBnB that had a broadly successful IPO would presumably mint a ton of millionaires among their employees, and I would expect to see a substantial talent drain once that happened.
But yes, I assume that "financials aren't in great shape" is the majority explanation for AirBnB's failure to go public.
They do seem to be spending aggressively on growth (and legal) so I suspect you are half right in that they are probably losing a lot of money.
It is not a given that public markets would price Airbnb higher than private markets. In fact, recent history suggests that the opposite often happens.
So no, IPOing is not necessarily less dilutive. Also, since their valuation is $20B+, dilution differences are a rounding error.
The financial are important (and by most/all accounts, AirBnB's are impressive) but there are a number of other implications of IPOing, mainly around severe restrictions of how the business is run.