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Hi,
I created a rule following sk181070 but with HTTPS inspection enabled I get the "Something went wrong. If this issue persists please contact us through our help center at help.openai.com"
As soon as I enabled a HTTPS bypass it all functions as normal. Gateways currently running R80.40.
Thanks
Did you review the HTTPS inspection logs and what did you see anything of note there?
Additional information will be needed to help such as JHF level and confirmation that the trusted CAs list is updated etc.
Hi, nothing to note in https inspection logs other than log showing "chat.openai.com HTTPS inspection".
Gateways running R80.40 Jumbo Hotfix Take 197
Trusted CAs is set to Download and install updates automatically.
Looks like I missed adding the outbound Certificate into the trusted CA
Well, a soon as I say that it is no longer working, I'm not sure what else I could try at this point apart from re-adding the HTTPS bypass, I'll raise a ticket with our support company
Hello,
did you found a solution? The solution described in the sk101870 is not working for us.
Regards,
Jan
Hi,
not yet we do have a ticket with our support company about this , since looking at this we also upgrades to R81.10 Take 95.
I only have R81.20 lab and for me it worked fine.
Hi Raj-11,
Did you find a solution for this issue?
Regards,
Johan
Not yet, Upgraded our Gateways to R81.20 and still not functioning without the bypass but I've re-raised my ticket with TAC so will see if they can provide a fix
Thank you for the update raj-11. Hopefully soon a fix from the TAC team.
Lets do remote when you are free, Im confident I can help you with this, as I got it working in my lab.
Andy
We are on R80.40, and have the same issue even after following the SK. I have reopened my old case for this as it had temporarily started working previously.
Its super inconsistent on R80.40...works fine on R81.10 and R81.20
Andy
That's a bummer... we're planning on moving to R81.20 soon, but would have still been nice for it to work on R80.40. I hope R81.20 is better with HTTPs inspection across the board, and not just ChatGPT.
WAYYY BETTER mate, I can give you my guarantees. I had been testing it for some time now, its amazing...just my honest suggestion, mgmt is awesome on R81.20, but for now, I would stick with R81.10 on gateways, until R81.20 is officially recommended.
Andy
We've upgraded our Gateway to R81.10 and it still doesn't function for us correctly, advise from TAC was to upgrade R81.20 but until that is the recommended take from Check Point we won't be doing that right now
I would push them for an answer, because I tested this in my R81.10 lab and worked flawlessly. Yes, I always install latest jumbos as soon as first day they come out, but I think thats totally irrelevant in this case.
Just tested this in R81.20 lab, worked like a charm...did not have to do single thing from that SK and I do have ssl inspection enabled.
Andy
Thanks, looks like I'll be planning upgrade to R81.20 sooner rather than later
Personally, I would upgrade mgmt any time, super stable...as fas as gateways, its really good, BUT, I would wait at least until R81.20 is officially CP recommended version as per below.
Cheers,
Andy
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Wed 22 Oct 2025 @ 11:00 AM (EDT)
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