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It does. Happens all the time.
Does no-one read @Howard ‘s guide to tubeless set up anymore? One of his key points is that the tyres won’t seal properly until after you’ve ridden them. This works every time for me, if you’re losing pressure then a 30 min ride will solve it.
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.