I agree with Bob - sounds like the unloader is not opening when the pump shuts off (your 5,500 watt generator should be able to start the compressor with ease).
Note many of those direct drive compressors actually have TWO unloaders:
One is the traditional unloader valve incorporated into the pressure switch. It opens and bleeds pressure off the pump when the pressure switch opens. All small compressors have this one - it's what makes the "psssht" sound when the pump stops.
Some compressors have second "starting valve" teed into the compressor discharge line. This valve is normally open. At startup it allows the motor to spin several revolutions (build RPM) before closing and loading the pump.
If the starting valve is stuck shut it makes the compressor draw excessive current at startup making it hard (or impossible) to start.
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Today's Featured Article - Madison's County - by Anthony West. Philip Madison has been a good friend of mine for quite some time. He has patiently suffered my incessant chit chat on the subject of tractors for longer than I care to remember, and on many occasions he has put himself out, dropped what ever it was he was doing, to come and lend a hand cranking handles, or loading a find onto a trailer. Although he himself has never actually owned or restored a tractor, he was always enthusiastic and always around helping with other peoples projects.
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