Not sure if it has been brought up yet, but you are advancing the cutter into the work with the compound and not the cross feed correct? Feeding with the cross slide and HSS doesn't work or to well normally.
Getting there, but something isn't right. Go back to the basics and double check every aspect, including taking out backlash, using the same # on the dial ( even though it shouldn't matter in your case), maybe use a little lube, advancing the compound 5 thou on the first few passes, then 3 thou. Do a spring pass half way through and before your final pass. Make sure your work isn't out past the chuck further than needed.
Getting there, but something isn't right. Go back to the basics and double check every aspect, including taking out backlash, using the same # on the dial ( even though it shouldn't matter in your case), maybe use a little lube, advancing the compound 5 thou on the first few passes, then 3 thou. Do a spring pass half way through and before your final pass. Make sure your work isn't out past the chuck further than needed.