There are two sets of instructions below, Using Handbrake and Using Adobe Media Encoder.

Using Handbrake

1. For an .mp4, start within Handbrake with the following settings:

2. If your file ends up being larger than 250MB, you must convert it again with the following .mpv conversion settings:

• Container = mp4 File and
• Preset = Apple > iPhone & iPod Touch.
  (Note. This is just the name of the setting, it's still a good setting for online video.  It creates an .mpv file which works as well.)
• The file can be converted again and again (e.g., I've done this 4 to 6 times) to reduce the file size.

3. If you are not able to reduce it enough, split the .mp4 or .mpv into 2 or 3 files.

• If you can split it at optimal places in the performance, that would be good.

4. After you upload, check to be sure your files are in the order in which they need to appear.

• Use the handle (the 4-sided arrow) to drag a file up or down your list of Supplemental files.  

Using Abobe Media Encoder

(from a student)

A 1-hour Quicktime .mov file (size: 1920x1080, ProRes 422),  is 52.5 GB. Using the Handbrake application and the settings recommended above, I was only able to compress this to 3.66 GB. Multiple compressions might work, however, using Abobe Media Encoder, with the same original 52.5 GB Quicktime file, I compressed it using following settings:

• Format: H.264
• Preset: Apple iPad 640x36
• 16x9 aspect ratio (widescreen, as in original), resulting in a file size of 545 MB.

So in order to get under the 250 MB maximum upload size I broke the documentary into its individual episodes, which worked fine.