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TLS Inspection in Microsoft Entra Internet Access Deep Dive

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TLS Inspection in Microsoft Entra Internet Access Deep Dive

A walkthrough of the new TLS inspection capability of Entra Internet Access.

๐Ÿ”Ž Looking for content on a particular topic? Search the channel. If I have something it will be there!
๐Ÿค” Due to the channel growth and number of people wanting help I no longer can answer or even read questions and they will just stay in the moderation queue never to be seen so please post questions to other sites like Reddit, Microsoft Community Hub etc.

โ–ฌโ–ฌโ–ฌโ–ฌโ–ฌโ–ฌ C H A P T E R S โฐ โ–ฌโ–ฌโ–ฌโ–ฌโ–ฌโ–ฌ
00:00 – Introduction
00:08 – The problem with TLS
03:48 – TLS inspection
06:14 – Giving Entra a trusted certificate to sign with
13:03 – Performing a TLS inspection setup
22:54 – Client experience
25:30 – Monitoring
26:59 – Summary
28:36 – Close

โ–ฌโ–ฌโ–ฌโ–ฌโ–ฌโ–ฌ K E Y L I N K S ๐Ÿ”— โ–ฌโ–ฌโ–ฌโ–ฌโ–ฌโ–ฌ
โ–บ Whiteboard:
๐Ÿ”— https://github.com/johnthebrit/RandomStuff/raw/master/Whiteboards/EntraTLSInspection.png

โ–ฌโ–ฌโ–ฌโ–ฌโ–ฌโ–ฌ Want to learn more? ๐Ÿš€ โ–ฌโ–ฌโ–ฌโ–ฌโ–ฌโ–ฌ
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Date: May 29, 2025