{"id":11335,"date":"2017-08-22T13:00:17","date_gmt":"2017-08-22T17:00:17","guid":{"rendered":"http:\/\/www.sherweb.com\/blog\/?p=11335"},"modified":"2022-09-05T16:18:34","modified_gmt":"2022-09-05T20:18:34","slug":"vpn-microsoft-365","status":"publish","type":"post","link":"https:\/\/www.sherweb.com\/blog\/microsoft-ecosystem\/office-365\/vpn-microsoft-365\/","title":{"rendered":"How to make Microsoft 365 work with VPNs: 7 troubleshooting tips"},"content":{"rendered":"<p>The main advantage of Microsoft 365 is the ability to access Office applications such as Outlook, OneDrive, Skype for Business, and SharePoint regardless of whether you&#8217;re directly connected to your organization\u2019s network infrastructure.<\/p>\n<p>Microsoft 365 is centrally hosted in the cloud, so you don\u2019t need to have any server running run it locally (on-premises). In other words, Microsoft 365 is hosted remotely. But there are situations where you might be working remotely through a VPN and find that you need to access Microsoft 365 applications.<\/p>\n<p>Microsoft 365 will not behave differently simply because you use a VPN. However, because all network traffic will be redirected to the VPN adapter, you might experience connectivity issues or even complete connectivity loss.<br \/>\n&nbsp;<\/p>\n<h2>What does a VPN do?<\/h2>\n<p>VPN stands for \u201cVirtual Private Network\u201d. It can be thought of as a safe tunnel through which data flows. Basically, it allows your computer to access the internet and any remote services via an encrypted connection. The most commonly used VPN is the Cisco AnyConnect Secure Mobility Client.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11337 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-What-does-a-VPN-do.jpg\" alt=\"What does a VPN do\" width=\"1379\" height=\"690\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-What-does-a-VPN-do.jpg 1379w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-What-does-a-VPN-do-300x150.jpg 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-What-does-a-VPN-do-768x384.jpg 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-What-does-a-VPN-do-1024x512.jpg 1024w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-What-does-a-VPN-do-600x300.jpg 600w\" sizes=\"auto, (max-width: 1379px) 100vw, 1379px\" \/><\/p>\n<p>A VPN is commonly used when an employee is working from a remote location and needs to access different organizational resources (e.g., network drives, customer database management software, etc.) that are locally hosted by the company and which require a ciphered, secure connection to protect sensitive information.<\/p>\n<p>Additionally, VPNs are often used by external users\u2014consultants from stakeholder companies who work on Microsoft 365 applications configured with multiple company profiles.<\/p>\n<p>For all these reasons, the standard setups that modern organizations rely on must be able to provide and handle VPN connections.<\/p>\n<p>As mentioned, when you use a VPN, all the network traffic is redirected to the VPN adapter, so Microsoft 365 software may potentially experience connectivity issues, which in turn can affect many other Microsoft 365 features, like meetings creation and Skype for Business desktop sharing.<br \/>\n&nbsp;<\/p>\n<h2>VPN to Microsoft 365 connectivity: 7 troubleshooting tips<\/h2>\n<h3>1) Docking stations<\/h3>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11338 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Docking-Stations.jpg\" alt=\"Docking Stations\" width=\"1380\" height=\"326\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Docking-Stations.jpg 1380w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Docking-Stations-300x71.jpg 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Docking-Stations-768x181.jpg 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Docking-Stations-1024x242.jpg 1024w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Docking-Stations-600x142.jpg 600w\" sizes=\"auto, (max-width: 1380px) 100vw, 1380px\" \/><\/p>\n<p>Docking stations are common in office environments where VPN connections are not used.<\/p>\n<p>However, remote employees or external users might work on setups that include docking stations. In many cases, a docking station\u2019s NIC (Network Interface Card) can interfere with the way network traffic is handled through a VPN.<\/p>\n<ul>\n<li>Take the laptop out of the docking station<\/li>\n<li>Restart the PC<\/li>\n<li>Plug the LAN network cable directly into the laptop<\/li>\n<li>Check if the issue persists<\/li>\n<\/ul>\n<h3>2) Check VPN software configuration settings<\/h3>\n<p>Our example is with the Cisco AnyConnect client, but the steps that follow apply to other VPNs as well.<\/p>\n<p>First, note that it\u2019s important to check your VPN settings to ensure that they comply with the organization policies and parameters outlined by your internet service provider or network team.<\/p>\n<p>Also, we need to make sure that our VPN\u2019s default setup is not blocking connections to untrusted servers.<\/p>\n<ul>\n<li>Open your VPN software<\/li>\n<li>Connect to your VPN server by providing the credentials when prompted<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11339 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Connect-to-your-VPN-server.png\" alt=\"Connect to your VPN server\" width=\"547\" height=\"242\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Connect-to-your-VPN-server.png 547w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Connect-to-your-VPN-server-300x133.png 300w\" sizes=\"auto, (max-width: 547px) 100vw, 547px\" \/><\/li>\n<li>Click on the small gearwheel in your client (Settings)<\/li>\n<li>On the Preferences tab, make sure the box \u201cBlock connections to untrusted servers\u201d is unchecked<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11340 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Block-connections-to-untrusted-servers.png\" alt=\"Block connections to untrusted servers\" width=\"612\" height=\"314\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Block-connections-to-untrusted-servers.png 612w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Block-connections-to-untrusted-servers-300x154.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Block-connections-to-untrusted-servers-600x308.png 600w\" sizes=\"auto, (max-width: 612px) 100vw, 612px\" \/><\/li>\n<li>Next, select the tab titled Route Details<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11341 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Route-Details.png\" alt=\"Route Details\" width=\"969\" height=\"420\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Route-Details.png 969w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Route-Details-300x130.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Route-Details-768x333.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Route-Details-600x260.png 600w\" sizes=\"auto, (max-width: 969px) 100vw, 969px\" \/><\/li>\n<\/ul>\n<p>Make sure the settings specified here comply with the aforementioned policies and configuration parameters.<\/p>\n<h3>3) Configure your VPN for split tunneling<\/h3>\n<p>Split tunneling configuration can sometimes alleviate VPN connectivity issues in Microsoft 365 since it avoids bottlenecks (a kind of traffic jam in the network) and saves bandwidth by preventing a section of internet traffic from being redirected to the VPN server.<\/p>\n<p>We need to modify the properties of our VPN connection so that it will not be used as a default gateway for all network traffic.<\/p>\n<ul>\n<li>Open the Control Panel<\/li>\n<li>Go to Network and Internet<\/li>\n<li>Select Network and Sharing Centre<\/li>\n<li>Click on \u201cChange adapter settings\u201d in the left-hand menu<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11342 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Change-adapter-settings.png\" alt=\"Change adapter settings\" width=\"942\" height=\"468\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Change-adapter-settings.png 942w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Change-adapter-settings-300x149.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Change-adapter-settings-768x382.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Change-adapter-settings-600x298.png 600w\" sizes=\"auto, (max-width: 942px) 100vw, 942px\" \/><\/li>\n<li>Right click on the VPN connection and select Properties<\/li>\n<li>Select the Networking tab<\/li>\n<li>Select Internet Protocol Version 4 (TCP\/IPv4), and click Properties<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11343 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Internet-Protocol-Version-4.png\" alt=\"Internet Protocol Version 4\" width=\"611\" height=\"601\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Internet-Protocol-Version-4.png 611w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Internet-Protocol-Version-4-300x295.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Internet-Protocol-Version-4-600x590.png 600w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Internet-Protocol-Version-4-50x50.png 50w\" sizes=\"auto, (max-width: 611px) 100vw, 611px\" \/><\/li>\n<li>Click Advanced<\/li>\n<li>Uncheck the box for &#8220;Use default gateway on remote network&#8221;<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11344 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Use-default-gateway-on-remote-network.png\" alt=\"Use default gateway on remote network\" width=\"392\" height=\"172\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Use-default-gateway-on-remote-network.png 392w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Use-default-gateway-on-remote-network-300x132.png 300w\" sizes=\"auto, (max-width: 392px) 100vw, 392px\" \/><\/li>\n<li>Click OK<\/li>\n<\/ul>\n<p>Check if your connectivity to Microsoft 365 has improved. If not, be sure to undo these changes.<\/p>\n<h3>4) Proxy settings<\/h3>\n<p>Always be aware of proxy settings, especially within corporate environments. Large infrastructures often rely on proxy network traffic forwarding.<\/p>\n<ul>\n<li>Open Internet Explorer<\/li>\n<li>Go to Tools, and select Internet Options<\/li>\n<li>Select the Connections tab, and click the LAN settings button in the bottom-right corner<\/li>\n<li>Review your PAC configuration settings<\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11345 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Review-your-PAC-configuration-settings.png\" alt=\"Review your PAC configuration settings\" width=\"780\" height=\"431\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Review-your-PAC-configuration-settings.png 780w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Review-your-PAC-configuration-settings-300x166.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Review-your-PAC-configuration-settings-768x424.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Review-your-PAC-configuration-settings-600x332.png 600w\" sizes=\"auto, (max-width: 780px) 100vw, 780px\" \/><\/p>\n<p>If everything looks good, you can exclude the PAC configuration as the root cause of the issue and proceed with further troubleshooting.<\/p>\n<h3>5) Disable the wireless network adapter<\/h3>\n<p>In several cases, VPN connectivity issues in Microsoft 365 are caused by the wireless network adapter being enabled. If you are connected via a LAN cable, make sure your wireless network adapter is turned off.<\/p>\n<ul>\n<li>Go to the Control Panel<\/li>\n<li>Select Network and Internet, and go to Network Connections<\/li>\n<li>Right-click on your wireless network connection, and click Disable<\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11346 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-wireless-network-connection.png\" alt=\"wireless network connection\" width=\"880\" height=\"398\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-wireless-network-connection.png 880w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-wireless-network-connection-300x135.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-wireless-network-connection-768x347.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-wireless-network-connection-600x271.png 600w\" sizes=\"auto, (max-width: 880px) 100vw, 880px\" \/><\/p>\n<h3>6) Microsoft updates and VPN Connectivity<\/h3>\n<p>Sometimes, updating Microsoft 365 is enough to fix VPN connectivity issues.<\/p>\n<p>While the updating process that follows is a bit more complex within a corporate environment (but not necessarily difficult), it is much more straightforward for private Microsoft 365 users.<\/p>\n<p>To begin, open any Office application. We\u2019ll use Word for demonstration purposes.<\/p>\n<ul>\n<li>Go to File<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11347 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-File.png\" alt=\"Go to File\" width=\"1046\" height=\"319\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-File.png 1046w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-File-300x91.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-File-768x234.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-File-1024x312.png 1024w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-File-600x183.png 600w\" sizes=\"auto, (max-width: 1046px) 100vw, 1046px\" \/><\/li>\n<li>Select Account from the left-hand navigation<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11348 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Account.png\" alt=\"Select Account\" width=\"545\" height=\"628\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Account.png 545w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Account-260x300.png 260w\" sizes=\"auto, (max-width: 545px) 100vw, 545px\" \/><\/li>\n<li>Select Update Options, and click Update Now.<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11349 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Update-Now.png\" alt=\"Update Now\" width=\"1004\" height=\"768\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Update-Now.png 1004w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Update-Now-300x229.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Update-Now-768x587.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Update-Now-600x459.png 600w\" sizes=\"auto, (max-width: 1004px) 100vw, 1004px\" \/><\/li>\n<\/ul>\n<h3>7) Check DNS service configuration<\/h3>\n<p>VPNs have a side effect: in most cases, when using Microsoft 365 applications while connected to a VPN and outside the corporate network infrastructure (i.e., at home, in a hotel, or anywhere else), the organization\u2019s DNS servers will be used.<\/p>\n<p>But proximity to these servers is crucial for maintaining a stable connection. The Microsoft 365 servers will normally assign the closest available server to the end user. In any case, if your connection to Microsoft 365 has worsened, you should check your DNS settings with either your ISP or your network team.<\/p>\n<p>The steps below show how you can access the DNS settings for your Microsoft 365 environment. This feature is exclusive to Administrators, users who can manage a Microsoft 365 account\u2019s organizational structure by creating, reading, updating, deleting, or modifying Microsoft 365 settings. A regular (non-Administrative) user can\u2019t access the admin portal.<\/p>\n<ul>\n<li>Go to <a href=\"https:\/\/login.microsoftonline.com\" target=\"_blank\" rel=\"noopener noreferrer\">https:\/\/login.microsoftonline.com<\/a>, and sign in using Admin credentials<\/li>\n<li>Select the Admin app<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11350 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-the-Admin-app.png\" alt=\"Select the Admin app\" width=\"614\" height=\"306\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-the-Admin-app.png 614w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-the-Admin-app-300x150.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-the-Admin-app-600x299.png 600w\" sizes=\"auto, (max-width: 614px) 100vw, 614px\" \/><\/li>\n<li>Select Domain from the left-hand navigation<img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11351 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Domain.png\" alt=\"Select Domain\" width=\"1099\" height=\"633\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Domain.png 1099w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Domain-300x173.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Domain-768x442.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Domain-1024x590.png 1024w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Select-Domain-600x346.png 600w\" sizes=\"auto, (max-width: 1099px) 100vw, 1099px\" \/><\/li>\n<li>Go to DNS Settings<\/li>\n<\/ul>\n<p>Here, you can view the DNS setup for your infrastructure. Make sure these settings are as they should be.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-11352 aligncenter\" src=\"https:\/\/www.sherweb.com\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-DNS-Settings.png\" alt=\"Go to DNS Settings\" width=\"881\" height=\"787\" srcset=\"\/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-DNS-Settings.png 881w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-DNS-Settings-300x268.png 300w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-DNS-Settings-768x686.png 768w, \/blog\/wp-content\/uploads\/How-to-Make-Office-365-Work-with-VPNs-Go-to-DNS-Settings-600x536.png 600w\" sizes=\"auto, (max-width: 881px) 100vw, 881px\" \/><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Office 365 will not behave differently simply because you use a VPN. However, because all network","protected":false},"author":177,"featured_media":11336,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[751],"tags":[],"class_list":["post-11335","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-office-365"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.4 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Troubleshooting tips for setting up a Microsoft 365 VPN<\/title>\n<meta name=\"description\" content=\"Microsoft 365 will not behave differently with a VPN. 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