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You need to develop tyre fitters thumb more. Struggled with mine , 28s on giant disc rims, eventually went to lbs and mechanic showed me how to make it less of a struggle. One bead on, tube in, valve at 6 o'clock on the floor, put bead in at 12 o'clock, feed bead in and push towards floor, gives a bit of "slack" when you get to the valve, and on it pops.
Defeated by Gravel Kings on DTswiss 460's
weeps into bleeding hands