Question

Digitalocean CDN, custom domain and Cloudflare SSL

Hey! We use Digitalocean’s spaces with enabled CDN to keep static files. And we decided to try a custom domain. To do that, I have created an Origin SSL certificate in my Cloudflare Dashboard and loaded it to the DO. Then I just applied it to CDN’s custom domain. Also, I have created a CNAME record: cdn.my.domain -> DO’s Edge URL. So far looks good, but: While I can reach my files with new name via HTTP, HTTPS doesn’t work and I see that error:

  • ALPN, offering h2
  • ALPN, offering http/1.1
  • successfully set certificate verify locations:
  • CAfile: /etc/ssl/certs/ca-certificates.crt CApath: /etc/ssl/certs
  • TLSv1.3 (OUT), TLS handshake, Client hello (1):
  • TLSv1.3 (IN), TLS alert, handshake failure (552):
  • error:14094410:SSL routines:ssl3_read_bytes:sslv3 alert handshake failure
  • Closing connection 0 curl: (35) error:14094410:SSL routines:ssl3_read_bytes:sslv3 alert handshake failure

I have tried to:

  1. add Cloudflare Origin CA root certificate to DO;
  2. enable SSL Full (strict).
  3. checked cert and key with openssl, they are valid. Nothing works. Have anyone seen such an error? Any ideas what might be wrong?

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Accepted Answer

OK, looks like Cloudflare doesn’t allow “deep” subdomains for non-paid customers. That was the issue. Something like https://developers.cloudflare.com/ssl/edge-certificates/advanced-certificate-manager can help in that situation.

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