Every single time and then some. So many teams don’t make certain trades because the risk involved in potentially losing value and coming up empty handed, but winning it all or even making it to the finals is extremely hard. We see a lot of teams that have won it all taking these risks. Bucks with jrue trade looking like a bad trade but it won them a ring, raptors with kawhi was arguably one of the riskiest trades in recent memory but it won them a ring. Lakers trading literally everything but staples for ad but they got a ring out of it. Cavs trading the #1 pick with massive upside for klove was a risk (albeit not nearly as big as the others) and they won a ring. Obviously if you win a ring , you take those trades every time. And obviously it doesn’t always work out (looking at you harden multiple times, Kyrie, pg)