Extremely hyperbolic and utterly irrelevant juxtapositions aside, you're not qualified to evaluate his job performance, because you don't know what goes on behind closed doors. Hence the irony in Henkka's post about Buffalo's GM getting fired and people on this board cheering it on. Sometimes stuff doesn't work out despite your best efforts and the good intentions behind them. And, once again, I'm not even arguing that Holland has been a good GM the past 5 years, but he's clearly doing something right to still have a job. It's either that or we can talk about the Swedish mafia and how the RW brass went in for an appendectomy and came out lobotomized
He actually isn't doing anything right.
He still has a job because of what he did 15-20 years ago.
Holland's mantra was "rebuild on the fly." That entails making the playoffs while transitioning from the previous core to the new core. Clearly the Wings don't have a new core. Their old core now consists of Zetterberg. Datsyuk and Lidstrom are gone. Their new core hasn't even been drafted yet and is probably finishing up 6th or 7th grade.
Do the Wings have one of the worst prospects systems in the NHL? Absolutely. I would argue they have the worst prospect pool in the entire league. A quality prospect pool is something that the GM of any team needs to oversee. It's the most important responsibility a GM has.
Free agency/cap management has been a complete dumpster fire. Another area that falls under the responsibility of the GM. When you see a team with zero financial flexibility and several contracts that will never provide any positive value from the moment they were signed, common sense should tell you someone isn't doing a good job.
Spending to the cap every year and buying out one mistake so you have enough money to make another mistake that you will end up regretting fifteen minutes later.
Does that sound like Holland is doing a good job?
But hey guys, Holland's shrewd team building the last five years is the reason the Wings got the funding for Little Caesars Arena.
Too bad that arena won't be seeing any playoff hockey for a very long time.