If you're going to spend a mega wad of cash on a player, and the Cubs will probably only do that with one guy at any time, you do it with a guy like Ohtani.
The Cubs crunch the numbers, they don't spend based on emotion. If the contract is worth the money for the production they project they'll receive over the length of the deal they'll do it.
The best team they (or any team) can build is one where they maximize the WAR per 230 million spent (or whatever their payroll is in a given year).