Is a "megger kit" crucial for diagnosing an issue with compressor windings or can this be accomplished with a good quality VOM?
Yes the megger is the best way to check for compressor winding insulation breakdown ie., an inefficient compressor or nuisance trips.
However, a meter will show a winding when you have a "hard" short to ground.
I think I know what your next question is Squeaky ;). I recommend the Fieldpiece megger. Small and compact. And mine has worked nicely for years. But again, do your homework.
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