I'm seriously beginning to talk myself into the Cubs being active players with Japanese postings this offseason, and my thought process for this oddly stems from the 2016 team. Entering 2016, the Cubs signed John Lackey and Jason Heyward, both of whom were key members of the 2016 team for obvious reasons, but, that resulted in the Cubs forfeiting their 1st and 2nd round picks with the Cubs' 2016 draft making a firm argument for the worst draft the Cubs have ever had. Seriously, go look it up. I know @Jason Ross will probably correct me on this, but I don't think the Cubs have forfeited a first round pick since then, and I believe every draft since 2016 has featured at least one Cubs second round pick.
While the Cubs had other issues after the 2016 draft, it's clear that they recognized how much damage that draft did to the farm since they have not been particularly gung-ho on signing big ticket free agents since then. 2016 wasn't a world-beater draft, but it still saw guys like Alonso and Bichette popped in the 2nd round.
The more I read about them, the more guys like Sato, Taira, and Itoh make sense for this team, both in terms of fits and because there is zero draft penalty associated with picking them up. Granted, the Cubs won't be the only team vying for their services, but if, say, the Cubs retain Seiya and Happ turns down the QO and leaves, going from Happ to Sato shouldn't be nearly as rough as, say, the dropoff from Happ to Conforto.