Re-install it. I think the mac is broken, there was a workaround... forgot tho
Viewing post in HoloLewd Manager [v3.1 + Christmas Special] comments
IF you scroll down just a bit, you would have something that MAY be the answer.
"I've found a hack for me. I downloaded the Mac ver via PC, opened zip folder and unzipped only the Contents folder and transferred Contents folder onto a drive and then onto the Mac, Then I went into contents-MacOS and click exec HoloLewd_Manager and it ran"