Siakam has been baad this season and ever since his injury he has been trending down. Cavs shouldn't lock themselves to contracts like that in that part of the rebuild regardless of whether Drummond is fair value or not.
Cavs will need to sign Collin to a max or close to max. Extend Allen to like 90m/5y contract and still have Love on the payroll.
Optimally, the Cavs should get that last high lottery talent and just go from there if they want to maximize their ceiling. But since it looks really unlikely for multiple different reasons, I think it would be best to accumulate valuable, positive contracts in order to continue to add to whatever we have been trying to collect. The last thing we need is to have a bunch of overpaid players with no significant positive value.
That is a damn shame because i'm certain that this team could be a top playoffs team and a contender in the future if they just, somehow, get that last prospect they need. If not a player, then a valuable top 5 pick in order to get another star. What we are doing though is really impressive and fun. It's organic, and that's something I wanted all along. It's a different feeling winning with your own players rather than with a bunch of mercenaries. However, we will need a shit ton of luck, development as well as signing those players to good contracts in order to not be a treadmill team if we do in fact continue to play like we have been playing. We will soon be locked into a lot of expensive contracts without much means to improve as a result of our cap situation.