5. RHP/DH Shohei Ohtani
Here's the big one. This is every Cubs fan's biggest dream that will likely never come to fruition. The Los Angeles Angels again find themselves middling around .500 despite having two of the best baseball players this generation (and maybe ever) on their team. You can see a similar pattern dating back to when Ohtani came to MLB in 2018, and it may finally be time to shake things up in Anaheim. Ohtani is slated to become an unrestricted free agent at the end of the 2023 season so there is a serious possibility the Angels will move him at the trade deadline in August.
If the Cubs (or anyone) hope to be in on the Ohtani sweepstakes, they will not only have to give up one of the biggest prospect packages ever seen at a trade deadline, but they will also then have to be willing to shell out the largest contract in MLB history. If Jed Hoyer and the Cubs pull this off, then all the talk of him not being the gunslinger that Theo Epstein was would immediately go out the window. But that is a very big IF.
There's no doubt Ohtani would fit very nicely at Wrigley. The team would instantly have the best designated hitter in the league who is on pace to hit more than 60 home runs this year as well as drive in over 130 runs. Oh, not to mention he's an ace-level starting pitcher that would make the already fantastic Cubs rotation elite overnight. We'll soon find out if this fantasy becomes reality as the August 1st trade deadline approaches quickly.