I don't think anyone will follow him to his grave and I hate how he thinks fans are stupid but I also believe he's done a lot of good things as GM and that should at least give him a chance to see things through in my opinion. Just because some people think we are forever stuck in purgatory doesn't mean we have to be. The GM position needs to be stable in my opinion. Olshey has spent 6 years now molding relationships with agents and other teams and it's time for that to start payimg dividends. Of course if someone sucks at their job they don't deserve to stay but I think a lot of teams would covet a GM with his proven track record.
An example of how he can still make things right is the Allen Crabbe signing (which Paul Allen said was his own decision without hesitation). Looking back it would've been better to just let Crabbe walk. We had to take on future money for several years to get rid of him. However if the Blazers get something of value for that Trade Exception then there is still a chance the decision to keep Crabbe could turn worthwhile. If they just let the exception expire then they wssted an asset and deserve criticism for that. I'll reserve judgement on that decision until the exception expires.
You know what the Blazers really needed in the playoffs? A forward that could handle the ball, make plays, and take pressure off of Dame and CJ. That was exactly what Evan Turner was supposed to provide. All is not completely lost though. After Duncan the Spurs haven't had a lottery pick since and still managed to find a ton of guys who helped in Tony Parker, Manu Ginobili, and Kawhi Leonard. It's not impossible to keep progessing with small moves.
You say you want to watch young players with potential but do you not believe in Zach Collins? He's a 20 year skilled big man. His game still needs some time but he's got all the skills to be a really good player. If he develops into an above average starter and we fired Olshey that would look kind of silly.
The team took huge strides this year. Yeah the end was a fucking punch to the ball sack but no one believed this team would ever be good defensively with Dame and CJ yet they were im the top-10 this season. Olshey will get them some help this summer. I really wouldn't hate a CJ trade, I've actually propsed several on here, but I also think that back court can still do some major damage with a few upgrades around them.