Jason Lloyd had a column in The Athletic with some off-season stuff...
The Eastern Conference will look dramatically different when the season begins next month. Teams such as Milwaukee and Brooklyn will be improved. Philadelphia already fits together better and Daryl Morey is still unpacking his suitcases. The Raptors, Celtics and Heat all have reason to believe they can win the East. In other words, the days of the pitiful little brother are over. The conference should have more depth and competitiveness than it has in a long time.
It will be tough for the Cavs to get into the top eight. With regard to the Cavs' 20-21 season Lloyd had this:
Before last season crashed into the pandemic, J.B. Bickerstaff had the Cavs playing much, much better in an incredibly small sample. But this is a team that will go nine months between competitive games. With no Summer League, no real offseason workouts, a condensed training camp/preseason and a shortened season looming, this is not the appropriate time to expect a big leap. Remember, Bickerstaff still hasn’t even had any real time to implement his system.
There is another draft coming in only seven months. It makes much more sense to wait one more year, take your losses again and collect another high pick in what should be an absolutely loaded draft next summer. Then set the target on 2021-22. Not now.
Take your losses? I don't think that's what Gilbert has in mind. But trading Love, losing a few more games, and getting a higher draft pick as well as salary relief would be good, but probably not realistic.
The most important position in the NBA these days is the wing. More specifically, athletic playmakers who can guard a number of positions. It remains the Cavs’ biggest weakness, even after drafting Isaac Okoro. It just so happens that next summer’s draft is filled with athletic wings. Trying to make win-now moves that would position the Cavs too low in the lottery to reach any of them next year is shortsighted.
Our draft expert, Sam Vecenie, believes there are at least five players (and maybe more) in next year’s draft who will be better prospects than Anthony Edwards, who went No. 1 last week.
“It’s a loaded wing draft,” Vecenie told me.
All of this might not be popular with fans who want to see improvement, but it makes the most sense for the long-term health of this franchise. Run it back one more time, take some more beatings, don’t worry about the wins at this point and secure another high pick in an absolutely stuffed draft. Then activate real expectations next fall.
Vecenie, incidentally, was bullish on the Cavs’ choice of Okoro.
“Ultimately, everything hinges on the shot,” Vecenie wrote. “If he shoots it at even a reasonable level, he’s a monstrous role player who helps you win as a secondary player. … If the jumper breaks right, he has real All-Star upside.”