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I’m not able to reproduce this w/ the code you provided. For example, I changed the description in an update and that worked as expected.

“Deployments using the same stack, branch, and AWS credentials from other machines/connections do not face the same error” is an interesting detail

Does this occur in new projects on the same machine?

Yeah. I don't think its my machine at this point since I've refreshed or updated everything. I also had one successful deployment earlier today when I stripped out most of our codebase to start from a simple baseline. I moved on thinking I had that but haven't been able to get a successful deployment since.