Think like a gambler. What are the odds of winning a higher sum if you play the game, vs taking the guaranteed tax savings? It’ll vary case-to-case, and is ultimately a subjective decision. That said, they have a very large dataset of historical examples to draw from to inform their decisions on the likely outcomes. They don’t need to make wild guesses like a bunch of amateurs on the internet would.

Also, sometimes you want your money today, and not five years down the road. Corporate structure itself does not necessarily place a strong incentive on long-term success, since ownership of shares of corporations can be so fluid and rapidly changing. If you have no strong attachment to owning part of a company in five years, you have no real reason to care about it’s long term health, and you’ll naturally start to prefer $5 today over $10 tomorrow.

This is the main reason corporations end up as such a pain in the ass, and require oversight from multiple directions, from consumers in the market on up to regulatory agencies that are supposed to be independent of them. Their structures do not naturally incentivize much long-term thinking beyond what might be necessary.