What a pain in the ass to pump tires with these things
This post has been brought to you by the Schrader Gang
This might be a dumb suggestion, but if your pump has a little lever on the head, maybe try flipping it? Each valve style needs the pin pressed in at a different depth, so if it’s set to shrader-style, it might not be seating properly on a presta.
I usually flip the lever to lock the head onto the valve, should I try not touching it next time I pump that tire?
Maybe try flipping it the other way? Idk I’m not an expert but for some reason my old pumps you flip the lever down 90° to lock it but on my newer pumps you flip it straight (so it’s pointing the same direction as the valve, towards the center of the wheel).
When using a new pump I just keep flipping it differently until it works, and I generally don’t have problems with presta. Not sure if some pumps make you flip it differently depending on the valve type - it seems like they all invent their own way to support both so it’s confusing.