My point about the rebuild was that if they want people to stick around, and come back quickly when they are competing again, and if they want the Raptors brand to be a positive one when they are on the come-up after the rebuild, they need as much sustained success now as possible. Ducking the tax now and bailing on this window early by half-assing it, will only reinforce the perceived second-class status of the organization in the league.
And it may well happen in summer of 2019 - which means they only have to bite the bullet of a single taxpaying season if they keep the band together next summer. It seems a ridiculously obvious choice to me.
I'm on board with going into the tax for a couple years before a retool/rebuild/insert whichever word, if JV is in the long term plans, which is what I'm really getting at. For me I guess, if the team's not going to truly contend, it doesn't make any sense to go into the tax yet - not to just keep JV anyways; and if the team is going to time it for the decline of LeBron or a move out West (as some have stated here) then it seems to make sense to hold off going into the tax as long as possible to maximize the roster. Although the wrinkle to that line of thought is the possibility of the league eliminating conferences for the playoffs. So many variables, we'll just have to see how the season goes and how the team can incorporate JV into a guard driven system, which so far has not been the greatest.