Another direction that could make some sense, and would not mind is loading up at Center (Whiteside & Biyombo).
I don't give a damn about Riley, and him saying # 1 priority. He's Unrestricted, the team is a giant question mark. Signing Whiteside & Wade eats all their cap space. He'd also get more exposure, and praise on a team that doesn't feature Dwyane Wade.He's a guy that wants the shine, it won't happen as long as Wade is on the team. Not to mention this team also benched him when he was putting up monster numbers.
Whiteside & Biyombo both fit for D'Angelo Russell. Whiteside 94th percentile on P&R as roll man. Biyombo was 84th percentile, iirc. Defense & Rebounding is there.
On top of that you sign DeMar DeRozan with what should be a near max, if not a max.. Didn't run the numbers of what would be left. But it's close off the top of my head.
Russell / Clarkson / Huertas
DeRozan / Lou Will
Ingram / ??? / A. Brown
Randle / Nance Jr.
Whiteside / Biyombo / Black
And what you do is you see how that works. It immediately puts you in the late lottery next year, so you get immediate improvement, and as the young guys improve & progress, the further they can take us. But if it's not as good as you want, you look to package Clarkson & Lou Will, or Biyombo & Lou or even Whiteside & Lou in 2017 or 2018, and you look to get what you need.