"I mean we are still talking about the guy that lost 5 straight first round draft picks because he was caught tampering on Joe Smith of all players, right?"
I'm not sure how you’re correlating the two but you’re making my point. The Joe Smith situation highlights Mchale’s trouble managing the cap in the old CBA.
"We are still talking about the guy who's four coaches he's hired are himself, Flip Saunders, Dwayne Casey, and Randy Wittman, right?"
Yes McHale chose those coaches despite Larry Brown and Phil Jackson begging and pleading to join and be apart of the TWolves of Minnesota.
"We are still talking about the guy that brought in such high quality individuals such as Latrell Spreewell, Stephon Marbury, Ricky Davis and Mark Blount into the franchise, right?"
Again this goes back to his Cap situition and economics. You get what you pay for (or can afford)
"We are still talking about one of the greatest low post talents in the history of the game who in 14 years has developed exactly one good big man, Kevin Garnett, right?"
Yes he helped develop a top 10 PF of all time.
"I think McHale is making some good moves that in 3-5 years, if he is still there, might, I repeat, might pay off. But I would still put him down in the bottom third of NBA front office guys and that not being on the high side of that number. I just think he isn't a very good front office guy."
as of now you are correct but he is a different GM with KG gone and I think he's in a comfort zone that he's never been in before.