Monitoring https:// endpoints usually works fine but with some domains I consistently get the error:

javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure - Received fatal alert: handshake_failure

I've found it happens consistently across any site where AWS CloudFront (CDN) is in use with an SSL certificate issued by Amazon (via ACM). In my case I usually have CloudFront in front of an S3 bucket, but I imagine it's likely to occur with any other origin.

The issue can be replicated on my personal domain: https://alundavey.com

It looks like it might be related to JENKINS-31540, but the wording of the error is slightly different.