Honestly if Matisse wanted to be in Dallas so badly he wouldn't have signed that offer sheet. He would have negotiated a sign and trade with us and the Mavs. He knew as soon as that offer sheet was signed that we would match because you can't let a player (even a specialist) walk for nothing.
That's just not correct. Look at many good teams around the NBA, and lots let guys walk for no value. A quick glance:
Lakers: Let Beasley sign with the Bucks. He started 14 games and averaged 23.9 mpg for the Lakers after the trade.
Denver: Lost Brown to Indiana. He played 28.5 mpg last year and was obviously an important guy in the playoffs
Golden State: Donte DiVincenzo started 36 games and averaged 26.3 mpg. He signed with the Knicks.
Miami: Gabe Vincent started 34 games and averaged 25.9 mpg. Signed with the Lakers.
OKC: Dario Saric averaged 14.7 mpg last year between Phoenix and OKC, but the Thunder let him walk to Golden State.
Philadelphia: Georges Niang averaged 19.4 mpg last year in 78 games, but he signed with Cleveland.
Phoenix: Torrey Craig went to Chicago. He started 60 games last year and averaged 24.7 mpg.
That's just at a quick glance, and I ignored some older guys like Eric Gordon.
Thybulle played 27.7 mpg for the Blazers, starting 22 (of 23) games for a truly horrible team. Dallas was willing to offer him so much money because they have two amazing offensive players and want to win now... Portland is not Dallas, and spending as much money on Matisse as Dallas would is not smart. Thybulle is a borderline rotation guy for good teams, and I don't believe that most teams would pay (let alone automatically match) three years, $33m, just in the name of letting "an asset" walk. I think that ths summer and the quick glance above demonstrates that.
Thybulle was had for next to nothing at the trade deadline last year, and now he's a year older and paid significantly more, which means his trade value will be next to (or maybe actually) nothing. He will either be playing out of position at the small forward or he will be taking minutes from younger, more promising, guys who are the future of our franchise. It was a bad decision to match.
The Blazers are inconsistent about their timeline to win and inexplicably invested in the same veterans that haven't made much of a difference in winning (Nurk, Grant, and now Thybulle). That is not the way NBA rosters should be built, salary cap money should be spent, and winning teams are managed.