I was able to right click and 'Install now' and that seems to work so the deployments are working but the software list isnt updated in the tab. I also saw that under my Scripts/Maintenance there are thousands (5882) of Chocolatey Maintenance II scripts. They all seem to be the exact same from a spot check, so IDK if i can delete these or not.
I also went to the 'scripts' page and saw hundreds of maintenance scripts set to run for computers that were online but the time had passed. For example on 4/24/2016 I had about 200 Chocolatey maintenance scripts scheduled to run. I went through and verified the computers were on recently, and also they were set to only run once, so either they never ran or never rescheduled? either way I went ahead and deleted all of the ones that didnt run that were several days old already ..
I dont know if that was a good idea or not

Thanks!