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Saturday, December 6, 2025

Importing TLS certificates for HTTPS on Iphone 11 – IOS 18.* – Ask Totally different


I run a couple of companies on my LAN I need to use TLS with and have a CA and certificates chain to associate with them. Every thing works when importing the foundation and middleman certs into the browser on my linux and home windows machines however when importing them to IOS I nonetheless get errors – even after rebooting and resetting community settings. I adopted this article from apple concerning the importation of the certs. All certificates have been imported efficiently, I assume, and I trusted the foundation cert within the ‘Settings > Common > About > Certificates Belief Settings‘ submenu. The article doesn’t specify if that is simply TLS/SSL certs for VPN tunnels or whether or not it additionally works with verifying HTTPS TLS classes too.

The particular app I’m attempting to make use of which requires trusted TLS on this case is the official Jellyfin app from the appstore, however this error additionally happens (although I cant get a log, it has the identical signs) on the immich app and finamp. That is the error log from Jellyfin when attempting to hook up with the server by it is area (jellyfin.lan – It isn’t a DNS situation, I’ve verified that):

Handshake exception: handshake error in shopper (OS Error: CERTIFICATE_VERIFY_FAILED: software verification failure(handshake.cc:393))

The cert recordsdata I’m importing are root.crt which incorporates the foundation certificates and nothing else and middleman.crt which incorporates the middleman certificates and nothing else.

Very confused as to why this isn’t working, and have intentionally not prompted any ‘AI’ slop chatbot as a result of it’ll solely deepen my misunderstanding.

Any assist could be drastically appreciated!

Thanks 🙂

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