Hello @Jason Lunder
Thanks for using Microsoft Q&A and sorry to hear your experience is not smooth.
Uploading file directly to Azure ML compute instance is acutualy not a suggested way due to security limitation from Ngnix (Ngnix is one of our environment here ) - Restricting file upload size is useful to prevent some types of denial-of-service (DOS) attacks and many other related issues. https://www.tecmint.com/limit-file-upload-size-in-nginx/
The official limitation of upload suggests from Ngnix is only 1MB, for Azure the limitation is 512MB.
We are obsessed in MS with security challenges, the workaround for myself for your reference is not to upload files, but to create a custom docker image, and on that docker image, between the docker commands to download the needed file with wget.
I hope my answer help you solve your issue and I also provide my suggestion to product team for make this point clear.
Regards,
Yutong
-Please kindly accept the answer if you feel helpful to support the community, thanks a lot.