Trade Holmes, sign Looney as the backup 5.
Probably too expensive, and I think Damian or Hartenstein are just as good for far cheaper. Another big id like to target eould be Chris Boucher. He can play the 4 or a small ball 5. Although he had a bit of a down year shooting wise, he is a very strong defender and can guard 4 or 5 and switch a bit onto the 3s and is a reasonably good weak side rim protector. Given his down year, he could likely be had for cheap.
Wings wise, Martin Twins both can create, handle the ball, and shoot. Either one would be ideal for us. Otto porter is also an option which i think will be to expensive. The other option on the wing who i think could be very good for us would be Yuta Watanabe. Martins and Watanabe will be RFA but i thinkncould be had for part of the MLE.
I would rather they be included as part of a trade for Holmes (cody and PJW for Holmes, watanabe as part of a deal for OG Ananoby).
The trade Id like to see is:
TOR Gives: OG, Boucher (S/T for $6M for 3yr) and Watanabe (S/T for $4.5M/3 years - last being TO).
SAC Gives: Holmes, Harkless, Lyles, Len, 4th overall.
Why for TOR: Gives them a big upgrade at center for relatively cheap price tag. With OG playing the same positions as Barnes and Siakam, and one being the RYO and the other making an all NBA team, he is likely the least efficient part of their wing logjam. With Len/Harkless/Lyles all coming off the books next year give them an extra $10M next year and they can go get a guy in either Shaden Sharp or more likely Ivey, who fits very well next to FVF and with Barnes and Siakam (could be one of the best starting 5 in 2-3 years).
A line up of FVF, Ivey, Barnes, Siakam, Holmes would be quite formidable.
Why for SAC: Prevents us from needing to take an ill fitting player in Ivey in place of a guy (OG who can be our wing of the future, but is already a an very strong proven 2 way player) who will likely have a better career when the dust settles the 2 or 3 of the 4 top picks this year. It also gets us a lot of depth with solid and proven NBA Caliber rotational talent who contributed in meaningful ways on Playoff teams (rather than getting cast offs players from lottery teams (lamb, holiday, Len, Harkless etc)).
We still have our MLE for DDV and to go get Hartenstein (or resign Damian Jones) and maintain financial flexibility.
Fox/Mitchell
DDV/TD/Holiday
OG/Barnes/Martin/Watabane
Barnes/Boucher/Metu
Sabonis/Hartenstein or Jones/Boucher (as small ball C)