I have one ASP.Net application, it has upload functionality.
On click of Upload a windows application get installed/opened and it has upload feature.

When i run normally it works fine but when i set proxy on browser for Jmeter application recording works fine but as soon as i click on this Upload Utility(Windows application) it gives me error as "Application download did not succeed, Check your network connection or contact the administrator".

I am using Jmeter and trying to record the upload scenario.

How this can be resolved ?