The problem you don't understand is that what you posted is NOT a "loophole" as you suggest. The 2nd place team loses the goalie they sign, but is not guaranteed anything from the 30th place team. So why should they make the 'trade' as it were?
You have two separate transactions. A goaltender signing which is subject to entry waivers, and a forward trade. So either the 2nd place team gets their forward before officially signing the goaltender, or the 30th place team effectively gets their goaltender before making the trade.
Say the trade is made first, and the 2nd place team now has that additional top line forward they wanted for a 7th round pick. Next they sign the goalie and the 30th place team gets him on entry waivers, right? But the 2nd place team's GM can screw the 30th place team over and just not sign him. Or maybe he doesn't sign.
There's no loophole. You're sitting there trying to manufacture one.
Sounds like you have major trust issues. That I can't help you with. But if this loophole that I am sitting here trying to manufacture has potential to work, then.. well, it's a loophole within the system that can be exposed. (insert phrase:
"If it walks like a duck, quacks like a duck, looks like a duck, it must be a duck
Sounds more like you are trying to 'manufacture' a reason why it shouldn't work. Your reason is personal trust issues. If the 30the place team acquires the goalie that the 2nd place team doesn't want/need or desire, and the 30th place team doesn't follow through on their end... then no loss, just blacklist that organization permanently. No love loss.
But in the real world, real businessmen value their word. These guys aren't greasy used car dealers for piss sakes. (except Burke)
Just last year Babcock reached to Devils head coach, Jacques Lemaire, to ask him how he could improve his PK. Within the week, Wings PK was was outstanding. How can that be possible, there must have been a sabotage in there someplace right? No, not everyone is out to screw you.