Repeated attempts all fail with the helpful "Failed to create App Service Managed Certificate for hostname <snip> Error Details: The gateway did not receive a response from 'Microsoft.Web' within the specified time period."
Failure messages could certainly be more helpful ;-)
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To clarify: The free managed service cert creation fails.
(Other cert options work, obviously.)
@phil337 Thanks for the feedback! We are currently investigating and will update you shortly.
I was experiencing the same until I noticed the "naked domains are not supported".
That's "something.com" though, isn't it? I'm using this.something.com... that should work.
(Or does it only support www. ?)
On 5 Nov 2019, at 20:19, Kevin notifications@github.com wrote:

I was experiencing the same until I noticed the "naked domains are not supported".
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The original issue reported above, managed certificates failed to create:
"Failed to create App Service Managed Certificate for hostname
This issue has been resolved. Please give it a try again and the creates should go through.
Regarding "naked domains are not supported": Thanks for the feedback. Adding APEX domain support is on our list of features we need to support for Managed certificates.
@phil337 We will now proceed to close this thread. If there are further questions regarding this matter, please tag me in your reply. We will gladly continue the discussion and we will reopen the issue
Most helpful comment
The original issue reported above, managed certificates failed to create: Error Details: The gateway did not receive a response from 'Microsoft.Web' within the specified time period."
"Failed to create App Service Managed Certificate for hostname
This issue has been resolved. Please give it a try again and the creates should go through.
Regarding "naked domains are not supported": Thanks for the feedback. Adding APEX domain support is on our list of features we need to support for Managed certificates.