Has anyone had luck getting SSRS to work when behind a v2 Azure Application Gateway? The site loads, but randomly prompts for authentication and fails to render part of the site properly.
I first tried this with SSRS 2016 back in 2019 and worked with Azure support for months with no satisfying end result. They had me changing authentication settings and running traces all over the place. I eventually gave up because we were already using a v1 which worked 100% fine.
I tried this again today with an SSRS 2017 server and run in to the same exact issue. I was sure MS had fixed/tweaked something but unfortunately I was wrong :(.
You must be using the default authentication which is NTLM. As of now (Feb 25th 2022) Application Gateway v2 doesn't support NTLM. SKU v1 support it but v2 doesn't!
Does Application Gateway V2 support proxying requests with NTLM authentication?