I’ll start with a couple of mine:
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Terry Barentsen (fast-paced urban rides, mainly in NYC)
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BCpov (MTB rides as well as some trail building stuff)
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Shifter (informative videos on various topics relating to cycle commuting)
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One Cyclist in Lisbon (pretty much what it says on the tin, lots of silly city cycling moments in his compilations and as well as longer rides outside Lisbon)
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Ed Pratt’s Unicycling The World series (I know it’s not a bike, but it touches on a lot of just cycle touring in general)
I haven’t seen anyone mention Propel, a bike shop owner in Brooklyn who focuses on urban cycling.