HttpClient PostAsJsonAsync behaving different in .NET Core and Classic .NET

Question

I am hosting a Classic .NET WebAPI endpoint in IIS that accepts POST requests to upload a document.

I have created two console applications that will connect to the

Answer 1

The underlying problem appears to be that the Classic .NET WebAPI fails to process chunked requests in it current newest version (v5.2.3). I'm going to assume that's a bug and as a work-around downgrade to v5.0 for the time being.

Special thanks to @Developer for helpful input.

-S