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The USB ports are very delicate. At the same time the plug acts as leverage. Putting any kind of stress on it (by using rubber bands and the like) will only make it worse.
I bought a used H2O some time ago (for my parents) and its USB port was a lot more worn out, than the port on my own device. Still worked but you could tell it was out of shape just by looking at it. I can't think of any other reason than people not treating their devices as carefully as they should, or trying to plug things in the wrong way.
Maybe USB-C will be sturdier. None of my devices have that yet.
When the USB port breaks it's hard to fix - but it can be done with effort. Requires opening the device (and risk breaking the even more fragile eink screen while doing so) and some very fine soldering. Smartphones get the same issue a lot, and smartphone repair shops are wide spread, so you might be able to find local help.
There are cables that have magnetic connectors, so if you put stress on the cable, the cable simply falls of while the plug itself just stays inside the port. But they tend to have connection or other quality issues. Also it might not be a good fit with most readers...
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