Brandon - it looks like my video player is working now. I don't know the exact problem but it seems to be a collision of my CDN (cloudflare) + W3 Total Cache settings... nothing definitive.
I decided I wasn't getting enough juice for the squeeze from cloudflare since I wasn't a paid account so I disconnected that CDN solely from the added standpoint it was extra complexity.
I then noticed that the browser caching was causing the bad page view you had seen.
After all that - Tubepress is now working. Love the new "large" and responsive "normal" video viewer.
Sorry to bother you guys.
Maybe some of my suggestions will help someone else out OR someone might tell me something they did definitive to fix what i was viewing.