I punched out the sidewall of my gator hardshell. Put a radial patch on the inside, and two ordinary patches on the outside (two scratches), mainly to stabilize the threads.
It lasted me problem-free for a couple thousand miles until a chunk of tread rubber just fell out in a different place. It still was good for a little bit but I didn't like seeing bare threads, so the tire is off until I figure out what to put where the missing chunk of rubber was. But, it was getting down near the bottom of the wear holes anyway.
My Marathon has a big glass cut in it (happened in the first 50 miles or so). I had a boot in it, but the boot wore through a tube, and also wore out.
Right now, the winter bike has a pair of flat-free Tannus tires on it, but I still run pneumatic tires in the summer.