I have 2 different sites on a dedicated having similar results. Essentially both are suffering from video upload issues. For example if I start out uploading a video file 20-30 megs more than likely its going to fail with the 404 error, however If I first upload a small 2-7 meg file this will work, and if I than upload a 10-15 meg file this will work, Next if I follow up with the 20-30 meg file that orginally failed this now works. Now, if I wait a bit and start the whole process over and try the 20-30 meg file it is once again failing. I have also tried the regular uploader and its the same results however instead of getting the 404 error on larger files you simply get the spinning stats symbol and it never makes it to the 2nd step where you can name the file and add tags. I am not sure when this started however I do know I was not having this issue in the past. Any guidance is appreciated.
Post_Max_Size 150M
upload_max_size 150M
Running on IIS