Cuadrado is a good player... with very little end product. Lost of flashy plays 1v1, but often the quick, simple play is in the best interest of the team. (Edit: He doesn't make that many intelligent runs off the ball, he frequently holds onto the ball for too long, he loses possession a fair bit, his service has typically left a fair bit to be desired, his shooting is... poor

And I actually like the guy!) It's true, he was a bright spot when our results were terrible, and against lowly Carpi, even $#@!ty in CL, but 20M is still quite a lot of money.
True, the team will likely still play a fair bit of 3-5-2 next season, but he's not really a wingback. He can do a decent job there, but it's not like he's truly excelled in that role. He's our 4th best wingback, imo. it's unlikely we'll shift much towards 4-3-3, given the forwards at the club, so Cuadrado likely won't be playing RWF. Don't you think saving that money for a specific big ticket purchase might be a better way to go? If management adds 10-20M to that 20M saved by not buying Cuadrado, a classy CAM could be in order (and we'd still have the funds to add another RB to support Steph).
Would be great if Beppe could add another SS, as well, because we certainly need some more creativity up front (it's less of an issue if we get the CAM, and add Pereyra back into the mix, but imo we still need another SS). Also interested to see what the long term plan is for our vice Claudio. I've only seen Lemina in our colours, and can't remember watching Mandragora at all. Not sure how big a role management expects those guys to have in the near future.
Anyway, if Beppe wants in the realm of 4 quality reinforcements this summer (CAM, RB/RWB, SS, CM), that Cuadrado money could probably be put to better use.