Stahls Express Print HTV release problem

Hi guys,
I'm having some issues with my printed HTV.

Once I weed the excess and put on the medium tack transfer mask when I go to pull it off sometimes pieces do not transfer.

I have used a squeegee and I have also used a cold laminator to apply high pressure.
What I don't understand is sometimes the transfer mask just touches the media and it comes right off and sometimes I squeegee the hell out of it and it still doesn't release.

Anything ideas?

Thanks!