It's always really tough for me in debates like this because we haven't seen a lot of the guys who have received the honors. I surely didn't watch Gordie play 20+ full seasons, Or a full season for half of the other names hanging in the rafters. What truly makes a legend worthy of being permanently enshrined in team history that no other player can wear their number again?
I've been watching since about 1989-1990 when I was old enough to really follow and enjoy the sport. There are two absolutely firm, undeniable champions of this team, and they were Yzerman and Lidstrom. If I am going to war, I want Yzerman as my General. If we are being invaded, I want Lidstrom on the front lines of defense. Both guys, for me, were slam dunks and unquestionable.
I'm not sure I feel that way about any of the 4 in debate in this thread, but if there were one, the most impactful, the most statistically superior and significant, it would be Osgood. You also need to consider that you are stacking one goalie against 18 skaters on each team, and the rarity of having a goaltender outshine the other 18 players on the ice is uncommon. 30 starting goalies compared to 540 skaters each season (obviously not considering call-ups, injuries, changes in starting roles, etc.)
My point being, it's a bigger feat to be a difference maker in net compared to being a difference maker as a skater. In the record books, for wins, playoff wins, if there is a true Red Wing goaltender in the entire history of the team, as both an onlooker looking at the statistics, and a fan of the team that witnessed the accomplishments, he is the 2nd greatest Red Wings goaltender in the history of this team. He wasn't flashy, he had his bad moments (and awful ones) but who hasn't?
Do I personally think he deserves it? Yes. Will he receive the honor? I truly don't know. A case can be made for all 4 of these players.