I don't think its a certainty but I deal with a couple people who have no concept of risk/downside. To have a good NBA season many things have to go right. To have a bad nba season only one or two things have to go really wrong.
We also need to acknowledge that for the rebuild to go right we will have to hit on some low probability outcomes... in a game like that you stack as many bites at the apple as possible. We aren't talking lotto ticket type outcomes here. There is a 10%ish chance the Suns or Heat end up in the play in because an injury bug hits them. All it would take for the Suns is to have an injury to old man Paul and maybe they don't have a historic season with regard to winning close games and they end up in the play in.
Even if the picks end up in the 20s you have a 10%ish chance at being a starter... so go ahead and stack as many of those investments as possible... morons will say they are "lotto tickets" and the same morons will claim you are just lucky when you hit on one of those investments.