Everything you are describing falls into the wheelhouse of the PAO fundamentally. It sounds like PA is the track you want.
Picking a specialty is what you wish to advance with for professional development. You are not limited to only one specialty. You can peruse an IT specialty and assist with websites as an assistant ITO while being the primary PAO for your unit.
What is your track right now? As part of Foundations the CC is required to put you in something.
Well, that's not a bad idea, "find a need / fill a need", but if so, get appointed as such as you've already lost 16 months of time in service.
Professional development levels require time in service to complete specialty tracks.With 16 months in, you could be well on your way to a senior rating in many of them, but if you haven't been appointed to a given staff position, you're starting from zero when you decide on a job.
Briank: in your case, me! Though, as of a week or so ago, we actually have a PDO for the group. He'd be a good option too!
Have you looked at the Operations Officer track?Look at the CAPP 211: http://www.capmembers.com/media/cms/P211_62F4269290B38.pdfAlthough I have been told there are no positions of DO at squadron level in New York Wing since no airplanes are assigned to squadrons, only to Group and Wing...You could consider ADY for your group...