Conditional Access in Microsoft 365 – Real-World Scenarios

Jonathan Edwards β€’ November 7, 2025
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Jonathan Edwards

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Welcome to the bearded 365 guy channel, where Jonathan Edwards shares his expertise in Microsoft 365 and other cutting-edge technology solutions for businesses and IT consultants. Stay up to date on the latest tips, tricks, and tutorials to elevate your productivity and efficiency. Subscribe now to join our community of tech-savvy professionals! #microsoft365 #bearded365guy #subscribe If you want to learn more about me go here: https://www.linkedin.com/in/jonathanjedwards/ If you want to work with my company go here: www.bearded365guy.com 392WJ9VE

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Conditional Access in Microsoft 365 is where security gets real. In my last video, we covered the foundations, baseline policies, personas, and how to build a secure setup without locking everyone out. In this follow-up, we take it further and look at real-world Conditional Access scenarios that every IT admin, MSP, or business should understand. You’ll learn how to: πŸ‘₯ Control access for contractors and temporary staff (browser-only access) πŸ’Ό Protect sensitive sites like Finance and HR with authentication contexts 🚨 Automatically block compromised users with high-risk policies ⏰ Manage sign-in frequency and persistent browser sessions for better security These are practical examples you can implement straight away, designed to help you tighten security without breaking productivity. πŸŽ₯ If you missed the first video in this series, watch it here: https://youtu.be/5oMaZink7kc?si=MVL8WIxfhTBON_4Y #Microsoft365 #conditionalaccess #EntraID πŸ”’ Protect Your Microsoft 365 Data – Free 30-Day Trial Did you know Microsoft doesn’t actually back up your data? Accidental deletions, ransomware, or disgruntled employees can all put your emails, OneDrive files, SharePoint sites, and Teams messages at risk. With the Bearded 365 Backup Service, powered by Redstor, you can back up and restore everything in minutes β€” and try it free for 30 days. πŸ‘‰ Start your free trial here: https://bit.ly/4mN9U6x πŸ§‘β€πŸ« My Online Courses β–Ί Weekly Cyber Awareness Training - https://bit.ly/4lpoSiF β–Ί Discover Microsoft 365 and Get More Done - https://bit.ly/3NI9Uo8 πŸ†“ FREE Facebook Group From security to productivity apps to getting the best value from your Microsoft 365 investment, join our Microsoft 365 Mastery Group https://www.facebook.com/groups/microsoft365mastery πŸ†“ FREE Microsoft 365 Guide Our FREE Guide - How to Build a 5 Star Business Using Microsoft 365 β–Ί Download our guide here today: https://bearded365guy.com πŸ’» Want to Work Together? Drop me an email: [email protected] 😁 Follow on Socials TikTok @bearded365guy Instagram @bearded365guy πŸ“½οΈ Video Chapters 00:00 When Conditional Access gets real (funny intro) 00:54 Welcome back – Conditional Access in Microsoft 365 02:15 Controlling contractors and temporary staff 04:00 Conditional Access demo: browser-only access for contractors 09:57 Blocking high-risk users automatically 10:51 Demo: Conditional Access policy for high-risk users 12:29 Protecting sensitive data with Authentication Contexts 13:43 Demo: Applying Authentication Contexts in SharePoint 20:37 Sign-in frequency vs persistent browser sessions 21:45 Demo: Sign-in frequency and persistent browser session policy 24:21 Wrap-up

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