Has the plastic "rim tape" been replaced with cloth tape (of the right width)? Most mechanics would do this right away, but it's worth asking. And don't let them say, oh, you don't need to... because you do.
And yes, I've had a flat every ride for 5 rides in a row once, followed by no flats for 3 months. They come in bunches. Having folding tires is helpful because then you can get them off and on without tire levers. Also, take that little nut off, they are more trouble than anything.
If you have a good relationship with your mechanic, bring him beer and/or cookies and have him teach you how to change the tube yourself. Practice a couple times at home in the kitchen and then you won't have to fear getting a flat-it'll only be a 5 minute interuption to your ride.



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