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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.
It just seems you want to make life over complicated
Me all over
Or just stick with 50/34 and 11-36 and have less faff.
44 11/36 gives what benefit? And only retro grouches want bar end shifters.
It just seems you want to make life over complicated and may well need to change chains.