With Donovan… he’s a 6’2 scoring combo guard.
Which means his path to winning is the Jamal Murray/Tony Parker copilot to a dominate big, (where he’s the “pg” but really he’s just the secondary scorer to close the show as needed).
i.e. Wemby-Fox, Embiid-Maxey, Jokic-Murray, even the best version of NYK is when KAT is dominant.
In his current role with CLE tho, it’s just not going to work with a smaller, frailer combo guard playing the 1 (Garland) and no dominant scoring big. If anything, he’d be better off in Atlanta in Trae’s place; as a sorta remixed Pacers.