If you want to minimise the risk of having to somewhen perhaps get a replacement part regarding the USB connector, I would recommend magnetic USB adapters. There’s a ton of options on the internet.
They come with a part that stays in the USB port and thus will prevent dirt from entering as well as strain occuring from connecting/disconnecting, it will look something like this (example pics of my Fairphone 3 with the original bumper on):
The magnetic counterparts can be attached to existing USB cables (micro USB as well as USB-C, should be selectable when buying).
With a hard case around the phone like the Bark wooden case, removing the part from the port again (should the need ever arise) might require halfway long and sturdy fingernails, though 
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