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Qkhan's avatar
Qkhan
Icon for Nimbostratus rankNimbostratus
Jun 21, 2025

Exchange cert upgrade on F%

I need help to cert upgrade on f5. I have updated cert on f5 for all the profiles associated with exchange 2019 .but  webmail is working fine with new certificate exchange client is not working it is...
certficate
Exchange2019
f5
Injeyan_Kostas's avatar
Injeyan_Kostas
Icon for Nacreous rankNacreous
Jun 21, 2025

Do you have Extended Protection enabled on exchange.

Did you updated exchange with the same new certificate?

  • Qkhan's avatar
    Qkhan
    Icon for Nimbostratus rankNimbostratus
    Jun 22, 2025

    Thanks Injeyan for your reply. Yes new cert is updated and we are using Extended protection om exchange 2019. Same exchange server when we are accessing from web its working fine and giving the new certificate but outlook client is keep asking for password to sync.

    • Injeyan_Kostas's avatar
      Injeyan_Kostas
      Icon for Nacreous rankNacreous
      Jun 22, 2025

      Can you confirm that extended protection was enabled before and working with SSL bridging or enabled just now?

      In theory it should work if you have the exact same certificate configured both in F5 and Exchange.

      https://my.f5.com/manage/s/article/K000139894

       

      But there is also this discussion mentioning that have not worked for them. Extended Protection has not worked for me also with SSL bridging.

      DevCentral: An F5 Technical Community