Why would UDP be any more difficult than TCP (or anything else) for troubleshooting? If nothing else, it should be easier because there are no stateful connections and every packet is "fire and forget". Now, as a tunneling technology, WG might be more difficult than a simple client/server socket-driven application, but that just means some routing tables need to be inspected and you have to understand IP subnets. In any case, you'd still want to obtain packet traces from both ends of the WG tunnel.
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