Upgrade, realistically, for this season, is bringing 2 to 3 players who are good fits for CKC's system (May not be "stars" but they can play in a fast past pressing style).
She needs to keep the experienced players who are on good improvement curves. Tess is a proven shooter and has value. She is a better defender than she get credits for.
Wynn, Strickland, and Hollingshead might look much better in a faster paced system.
A player of Spear's caliber would be a very tough to replace in the portal.
CKC is a little behind on the portal game so the more roster spots she has to fill, the tougher the challenge