Problems sharing photos through IPhoto for mac

I am using iphoto9.6 on a mac mini (late 2012).
My experience is not great, I'm a disappointed with the overall speed that everything only mac happens.
I'd like to address each of my problems one at a time, I'm kind of hoping that maybe resolving one problem will solve a lot of the others.  (Always the optimist!)
SO.. I want to share a photo through messages, some times it works, often I get this message, some times other things go wrong.
I know thats not much info to go on, but if anyone can tell me what additonal info is required I will do my best to provide it.
One thing I will note is it sounds like my Mac is working its socks off, pretty much all the time, I'm not really asking it to do much, just open a few web pages and view a few photos in iPhoto mainly.
Any help greatly appreciated

make that
export them checking all of the metatdata boxes - Exporting From iPhoto
LN

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