Just a quick update with my situation. I called the Tremont Chicago, inquiring why my upgrade had cleared when the Plat Desk confirmed availability of the "Junior King Suite" which is the suite designated for these awards. The first agent at the hotel gave the "subject to availability" to me. I said I was under the understanding that these rooms were available. She checked with her manager and I was instantly confirmed.
Oddly, my SNA's still show as pending, so perhaps they just pre-upgraded me rather than using the SNAs? Either way, I'll take it. Just a little annoyed I had to spend time calling the plat desk and then that the plat desk made me reach out to the hotel to make the case.