Accountability? Let's take a look: Olshey's plan for the team going into fall camp was basically:
1. Have Whiteside start at center, with have Zach Collins taking some backup minutes until Nurk returned in February. He had Skal and Gasol slated as insurance. I have a hard time finding fault with that plan.
2. Have Zach Collins start at PF, with Toliver, Hezonja, and Skal as options for backup minutes. Nothing wrong with that plan.
3. Have Rodney Hood start at SF, with Bazemore, Hezonja and potentially Little as backups. A little undersized, maybe, but a solid rotation with plenty of firepower nonetheless.
4. CJ starts at SG, with Bazemore and Simons as backups. Fine.
5. Dame starts as PG, with Simons as backup and Hezonja able to take some minutes bringing the ball up. Probably a little thin. I would have preferred to see a veteran PG signed for insurance, but that's something that could have been dealt with prior to the deadline.
His design offered plenty of flexibility, with ending contracts for Whiteside and Bazemore available to work trades prior to the deadline to make ready for a playoff run. From a roster planning standpoint, I see very little to complain about. I'd probably agree with Platy that re-signing Jake Layman instead of spending money on Hezonja would have been a better move, and I'd have preferred to see a veteran PG on the roster in case Simons didn't pan out or an injury happened.
Since Olshey's plan was made, Collins was injured, Gasol didn't heal as expected and was cut, Skal was injured, and Hood was lost for the season. Olshey was able to add Melo as likely the best free agent option out there to replace Collins as starting PF. I don't have a complaint about that.
As I see it, some of the bitching around here has been roughly like seeing an Indy car get clipped in the first couple laps of the race, lose two wheels, have it's alignment knocked totally out of whack, and having the fans complain because, hey, it's still got a top notch engine and transmission so why isn't it competing? The Blazers are reduced to playing AT and Moses Freaking Brown minutes at center. Melo can barely jump and is only 6'8". They're getting out-boarded and they're getting scored on at will in the paint. The coach can't turn big man water into big man wine. I do think that the Blazers can play better, work harder and can maybe stay within striking distance of a playoff berth, but it's not going to be easy.
Olshey can't make a trade without a willing trade partner. Not only that, the team's current needs don't necessarily match their long term needs. A really talented SF would be my top wish for the Blazers long term. I love Rodney Hood, but I'd rather see him as a backup SG/SF and get someone a bit bigger and better defensively as a starter at that position. The team's biggest needs right now are at center, but those needs will be met by spring with the return of Nurk and Collins. Bottom line, I don't see that there's much that's within Olshey's control that you can fault him with.