You called it messed up which I interpreted as "extremely important decision". "make or brake" is too much and nowhere near what you said in your post, you did put a lot of emphasis on FVV and financial situation and while I did make a mistake you can see what part mislead me.
Agree that FVV is important and it would be great to keep him. But the whole thing didn't happen because Masai didn't manage the finances well, it happened because the roster he assembled is too deep and our undrafted 2nd year player who was 15th man last year became NBA 6th man of the year award finalist while our start of the season starter had a horrible season(Powell) and become 11th man on the roster.
We can say that Lowry and Ibaka are overpayed but at the time they signed those were widely regarded as good deals as the length of contracts was the issue.
As things stand and assuming we keep McKinnie, we have 127.5M$ committed for 12 men roster next year. Tax is expected around 123M$. If FVV signs 4 year deal based on tax payers MLE like Dan mentioned, that financial crunch suddenly becomes position of strength. We'd be less than 10M$ over tax which is perfectly acceptable for Raptors who had 50M$ operating profit in 2016/2017. Given that Lowry, Ibaka, JV and DDR are all expiring deals after next season and that easy and cheap(asset wise) decisions can be made then, there is no financial problem. Despite Cavs series, the team earned it.
And if FVV gets a crazy offer, you wish him luck and take pride in fact you helped a young man and father achieve an important milestone in career/life.
This is where we see things differently I suppose as I don’t see the ownership willing to go into the tax, not yet at least unless Masai is orchestrating a blockbuster deal to bring some talent north of the border which puts the Raps into the tax.
I think FVV has shown that he is a very capable bench player, I can’t predict his ceiling, he is a hard working dude, I like his demeanor and the way he carries himself so losing him will sting.
To me his floor is a solid backup PG, ceiling Lowry 2.0.