I can't see why it won't work, I've set a new action based on what you've shown and it works fine. We are on 2016040093.
Is it possible that there is another action that is interfering?
Your problem is probably the dispatch trigger. It does not work when the file is not modified.
When PDM performs a 'check in' on a file that is not modified then it actually performs an 'undo check out' instead. Try modifying the file before checking it in.
Last year, I created an enhancement request for a similar issue:
SPR 966276 Enhancement: Ability to trigger " check in " dispatch action for not-modified files during first check in after they are added to vault.
You can call your VAR to attach your company to this ER/SPR.
Thanks Arie, you are completely right. It works now.
After thinking about it it kind of makes sense, as the version counter also does not go up when the file is unchanged. Still would have expected it to activate the "check in" trigger as i clicked "check in" and not "undo check out".