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Re. chains I don't see why you'd need to change?
Chain size is determined by the two largest sprockets.
Changing from 50t to 44t will definitely need two chains.
Scilly.Suffolk-
Am I being stupid here? I don't see how. My chain is long enough for 50/36 and the cage is (just barely) long enough to take up the slack for 34/11. If it can do both of those then the chain is (more than) long enough for 44/36 and the cage is more than long enough for 44/11. In the 44/36 the derailleur just takes up the slack. It would be like switching from 50/34 11-36 to 50/34 with a 21-30 cassette.
Perhaps it would result in suboptimal shifting it should work fine no?
frankenbike
Well I guess 1× is less faff when you're out riding though. Front shifting is a pain in the arse especially if you're rolling up and down some horrid 20% gravel slopes. And I think bar-ends are fine, especially on the front shifter when you're not using it often. Re. chains I don't see why you'd need to change? If your derailleur can handle 34/11 and 50/36 at the same time (perfectly doable) it should have no problem with 44/11-36. Definitely need a clutch mech with good springs though.
Me all over