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when a sewing machine sits up for years, the grease and oil need to checked to see if they need to be replaced after all those years. and also having the machine checked to see if all the gear and mechanical part are all ok.
try changing the needle--make sure the needle is correct for the fabric clean under the needle plate & in the bobbin area for lint or loose threads if it keeps jamming up & making noises I suggest to have the machine serviced
some sewing machines are self oiling some are not, instruction manual should tell,, when a sewing machine breaks needles it very possible that the machine is out of time & only a sewing machine repair shop has the tools to time the machine
Practice and practice some more! Use the same fabric and interfacing as your project and a NEW needle (the correct needle) This is for the Sears Kenmore 385 automatic button hole maker. Make sure you pull the bobbin thread through the Guide Block - it is that simple. Make sure you pull your thread to the back of the machine though the presser foot slot - the correct presser foot. Account for both thread tails before starting to sew. Keep thread tails to the back of the machine 4-5", insert fabric under presser foot keeping thread tails clear. Mark button hole and sew.