> if you are coming from a Mac, the media players are all Windows-formatted

Not true. I have an old Seagate FreeAgent Theater+ HD media player that reads 
HFS+ (Mac) hard drives and thumb drives. It also goes directly from the end of 
one file to the next alphabetically w/o putting any display on the screen. The 
WD TV Live also reads HFS+, though I'm not sure the display icons can be turned 
off.

Not to say any media player is the solution for looping, a task I've not 
tackled.

> There is a file-size limit on moving media onto a Windows-formatted thumb 
> drive from a Mac.

No, there's a file-size limit on FAT format drives, period. Which is how most 
thumb drives come, as all PCs and Macs can read/write to them. If you reformat 
them as NTFS, they will accept large files. Depending on your Mac, you may need 
additional software to use NTFS: Tuxera, Paragon, etc. 

> You can use MPEG streamclip which is open source free software, to transcode 
> your finished files into h.264 mp4…. 

MPEG Streamclip is long dead, and won't run on recent versions of the Mac OS.

If you have to make some sort of h.264 file, realize all software encoders are 
not equal, and tweaking the settings matters a lot. The x264 encoder is the 
best. It's built-in to Handbrake. The 'Slower' preset should do a very nice job 
w/o too much further diddling with specific settings (check the frame rate 
setting…).
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