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[–] • 0 pt (edited )

It redirected to a url on same domain , pic8.co and THAT failed in SSL

EDIT : BOTH sites use "Let's Encrypt R3"

I have no idea why one is failing and the other not.

[–] • 0 pt

If both domains are causing problems, the problem might be on your browser's side.

[–] • 0 pt (edited )

both failing url domains are the same same domain, pic8.co

catbox.moe works fine

If pic8.co does THREE HTTPS REDIRECT HOPS is will fail in all apple products, as a overly strict infinite loop check by apple.

I did not trace how many web hops pic8 is doing but I see at least one with my eyes

the ONLY single difference I see if that pic8 uses new "Curve X25519" and the world outside google products still uses and promotes ECDH P-384 curve

http://blog.nashcom.de/nashcomblog.nsf/dx/domino-12-beta-1-https-review-ratings.htm

the commands i used to study chain : 


openssl s_client -showcerts -connect pic8.co:443

vs

openssl s_client -showcerts -connect catbox.moe:443

both results almost identical technologies but one (pic8.co) is using "Curve X25519" vs ...

Server Temp Key: ECDH, P-384, 384 bits
[–] • 0 pt

pic8 does only one redirect once it selected the best host (based on availability and speed)

Check out https://pic8.co/about to understand how it works.