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I clearly made the valve holes in the tape too large, I was making an “X” shaped incision with a pen knife, I finally had success using a hole punch to make a neat cut-out for the valve that was slightly smaller than the valve stem (I used additional sections of tape that I put over the valve hole area, rather than re-wrapping the rims again)
there's something about using a hole punch that I find awesome.
Some thoughts on my own tubeless adventure of recent (and not so recent) times.
I’ve had two sets if ENVE rims setup as tubeless for quite sometime now, one set on the (now gone) CAAD12 and one set on the Cross bike.
For the new Bike Of All Work I wanted to use the Cross bike wheels as they have centre lock hubs, which would give me a 140mm rotor with the Freeza disc at the rear.
The Cross bike tyres didn’t leak air, didn’t soften appreciably over night, had gone on with just a track pump - they’d been the perfect tubeless experience.
Therefore I was not expecting what happened next:
So - redo from start rather than re-use old tape/valves, use more tape than you think you should, make your valve holes small.