@Jeremy Knope Thank you for reaching out to Microsoft Q&A.
I understand that you are having issues with Timeout error on your MACOS when doing az storage uploads using Azure CLI whereas don;t see the issues with your windows machine or when using storage explorer. Please correct me otherwise.
These issues can sometime be caused due to Latency, Network bandwidth/Memory and High CPU issues from the client side.
To understand what may be causing these issues, please check the end to end (E2E) latency and server latency for "Put Blobs API". Here are details regarding how to verify the latency from the Portal- https://learn.microsoft.com/en-us/azure/storage/blobs/storage-blob-scalable-app-verify-metrics
Please confirm if you are seeing high latency here. Please note that- A Put Blob operation is permitted 10 minutes per MiB to complete. If the operation is taking longer than 10 minutes per MiB on average, the operation will timeout. Also verify if there are any High CPU or low memory issues on the mac that you are having issues with and if possible, try using a different device and see if you face similar issues.
I also wanted to add that since you are using Storage Explorer and not seeing any issues with it, you could also make use of Storage Explorer for the upload operations as this is well suited for your environment. You can also try to use Azcopy - https://learn.microsoft.com/en-us/azure/storage/common/storage-use-azcopy-v10. Is there a specific reason you want to use the CLI?
Please let us know if you have any more questions in the meanwhile and we will be glad to assist you further. Thank you!
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