The expos retired Raines and Carter, and neither won a WS (with the expos). I imagine in time Guerrero, Dawson, Wallach would have had theirs too.
The Lynx retired Carroll and F.P.'s
I think Alfie is a must, I don't care if he didn't win a Cup here. If a guy like Sundin is a HOF, he should be too. If a guy is a HOF, or fringe HOF (see Raines) and played a considerable amount of time in one place....it's an automatic IMO.
Look at other NHL teams and compare non-Cup winners that have been retired....
Canucks have 4 #'s retired, no cup, only one is in the HOF (Bure), Alfie scored more points, played more seasons and games for the Sens, than any of those 4 did for Vancouver
Sabres have 7 retired, no cup, only Perreault played 17 seasons (like Alfie), the rest were less.
Capitals, no cup, 4 retired
Blues, no cup, 6 retired
Coyotes, no cup, 4 retired
Kings, all five of their retired #'s didn't win a cup in LA
Alfie ranks #21 All-time in games played with a single Franchise...every player retired infront of him has their number retired (except Leafs - Armstrong), non-retired players include Doan (no cup), Brodeur, Marleau (no cup) and Iginla (no cup)
100% no doubt this guy should have his number retired
Phillips...there's an interesting case....I didn't think he should, until I looked up other teams. Glen Wesley has his number retired with the canes...not a flashy player by any means, and played for another team...he did win a cup... Phillips has played longer for the sens than Wesley, and is currently ranked #26 in all-time leaders of games played with a single team. He plays 60 games this year he'll be at #16. He's done alot in the community, not an All star, not a HOF, but given his term, I think he deserves it.
Speeza...he ranks in the top 100 for points with a single team...i liked him and wished we still had him...I'm not sure about his number being retired...i lean towards yes because I saw enough players from teams with no cup that played equal amount that had their numbers retired...