I had similar problems with R8 holders and if you get too carried away tightening the draw bolt you have difficulty knocking them out.
Make sure the bore of the holder and the tool is free of grease but smear a thin film on the taper; you do want this to slide as easily as possible.
Snug the tool as far as possible up in the holder without gripping the flutes, this gives the end less leverage. I think the cutter doesn't exactly pull straight out it walks its way out as it wobbles a teeny bit under the cutting load. You have to remember the R8 is a single taper so the hole closes more at the outer end than at the inner end and does not grip the tool evenly along its full length.
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