Thanks for the reply. Regarding:
changed my debug output method and noticed it has sent some data on two occasions but that TS was reporting last connected (x) amount of time which was behind the sent data connection by an hour or so.
Sometimes when I check the site, TS notes that the page was last updated hours ago. Then I refresh the browser, and everything is back to normal (updates a few minutes ago) (?)
Anyway, I am able to download the full dataset, but this is odd. I may try another IOT site to see if it's related to the board, my code, or the site itself. The fact that I have the full dataset downloading makes me think it is something with the site itself not talking properly to the database. The data is there after all, and TS makes this so easy that it's kind of hard to break this as a user on the graphing side of things.