How many years can you tank and it not affect the players you are developing negatively?
I get the need to lose so we can be at the top of draft and try our hands at a generational player. When you are a rebuilding small market team the draft is key. But, getting the first or even top three or four is not guaranteed.
We were the worst team in the west and tied for third worst record last year and still ended up with the 7th pick.
It's a gamble
Also, when you are rebuilding you need to develop players and that doesn't just mean their ability, but their confidence. Part of that is fostering a winning attitude.
Will our players want to stick around if we keep losing or leave for an opportunity to win elsewhere?
We will eventually have to pay our young players to keep them around. That means getting rid of other players and deciding who stays. It's a treadmill the Blazers have been on. The downfall of that is moving on from players before they fully develop, giving up on players, not keep guys around long enough to promote team chemistry.
It's a dangerous game.