Can Wireshark help diagnose intermittent connection issues?

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Are the devices you are try to troubleshoot wireless or wire line?

That is a tough question to answer. As you add no information in regard to you skills. Given the fact that you post your question here I would say it is safe to say you have not a lot of experience. So it could be anywhere from 1 hour to 1 year.

Getting Wireshark installed is child's play. My grandson of 8 could master that bit. Understanding the problem and what sort of problem to look for is much harder. It also depends a lot on your network topology.