Microsoft RDS Gateway - Lets Encrypt - Cloudflare Proxy

Hi all,

I’m trying to get an internally hosted Microsoft RDS Gateway working when using CloudFlare’s DNS and their proxy on my ‘gateway’ record.

I have RDS gateway running successfully when bypassing the Cloudflare proxy (grey cloud on DNS record rather than orange).
I’m using a lets encrypt certificate on the RDS gateway set to auto renew.

I’ve also tried all SSL options within cloudflare and followed this link also without success
https://www.liquidweb.com/kb/using-lets-encrypt-cloudflare/#:~:text=Cloudflare%20will%20act%20as%20the,Encrypt%20installed%20on%20your%20server.

Tried pretty much all I can think of… has anyone had success with this?

Thanks for any help

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