Well, let's get another dagger on the board then ...
ooooohdoggie, you've got some nice talent on that team, and it certainly would be nice to knock off a player I don't want to have to face all season. But I can't really find one who would be irreplaceable so I didn't go that direction.
One thing I see is you have a lot of players from those '54 Indians you'd like to use on the pitching staff, maybe as many as 6 if possible. But you also have some of your best hitters from that team, so there are tough decisions to make. My dagger choice might increase that difficulty some.
I noticed that you have only 5 rosterable 2B options. Two of them are pretty expensive in Carew and Avila, Orta is OK offensively but has a weak glove. And then there is Jacobs from the A's who can't hit or field. And just one lone backup.
And there's where we find a great dagger candidate,
Pete Suder, 2B, '54 A's.
Without Suder, you'll have to roster 2 of your other 4 2B. Jacobs would be a $2.8M backup if you choose to go that route. Or you could play Avila or Orta at SS, where they are pretty awful defensively. And if you did have to use Avila as one of the 2B options, you'd have to make a difficult choice about other Indians. Suder also was your best defensive 3B replacement, and none of your options there is a great glove. Hopefully this has forced some tough choices, and your second dagger might make it even tougher possibly.
As for stadiums, the best choice to dagger is
Comiskey Park. It's the only one of your four that has minus HR ratings, and you don't have many good HR hitters to choose from. I figure having to take a +1 HR park isn't going to be much help to your offense.