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Deploying Always On VPN with device tunnels

#1
03-14-2025, 11:35 AM
I've been knee-deep in setting up Always On VPN for a few clients lately, and let me tell you, when you throw device tunnels into the mix, it changes everything about how you approach remote access. You know how standard VPNs can be a hassle, waiting for users to manually connect every time they boot up or switch networks? With device tunnels, that whole song and dance goes away because the connection kicks in right at the machine level, before anyone even logs on. I love that part-it's like giving your devices their own VIP pass to the corporate network without needing a human to flip the switch. From what I've seen, it makes management a breeze for IT folks like us, especially if you're dealing with a fleet of laptops that travel a lot. You don't have to chase down users to remind them to connect; the tunnel just establishes itself automatically using the machine certificate, pulling in all those group policies and updates even when the user's not around. I remember this one setup where we had field techs who needed access to shared drives for diagnostics-without device tunnels, they'd be twiddling their thumbs during boot-up, but now everything loads seamlessly, and compliance stays tight because the device is always authenticated.

That said, you can't ignore the setup hurdles when you're deploying this. Getting device tunnels working means you have to provision those IKEv2 certificates properly on every endpoint, and if you're not careful with the RRAS server config, you'll end up troubleshooting connection drops that eat your whole afternoon. I ran into that myself last month; one client's Azure AD setup wasn't syncing the certs right, so half the devices were failing to tunnel at boot. It's not rocket science, but it does require you to be on top of your Intune or SCCM game for deployment, which adds layers if you're not already using those tools. And honestly, for smaller shops without a dedicated admin, that initial push can feel overwhelming-you're scripting XML profiles, tweaking registry keys for the always-on behavior, and testing across Windows versions to make sure nothing breaks on upgrades. But once it's humming, the reliability shines through. I've had setups where the device tunnel holds steady even on spotty Wi-Fi, using IPsec for that encrypted backbone, which keeps things secure without the overhead of full user tunnels layering on top every time.

Now, let's talk about the security angle, because that's where device tunnels really flex their muscles in a way that makes you feel like you've got the upper hand against threats. You can enforce endpoint compliance right from the get-go-think conditional access policies that block non-compliant devices before they even try to phone home. I use this to my advantage when auditing remote workers; the tunnel ensures the machine reports its status to Intune continuously, so you catch things like missing patches or outdated AV definitions early. It's proactive in a way that traditional VPNs just aren't, since those often wait for user initiation. Plus, with the always-on nature, you get that persistent connection for things like Windows Update over VPN or even pulling down BitLocker keys if needed. I set this up for a team handling sensitive data, and it was a game-changer-no more worries about devices sitting offline and vulnerable during travel. The encryption is solid too, with options for certificate-based auth that ties back to your PKI, making it tougher for attackers to spoof their way in compared to password-based setups.

But here's where it gets tricky for you if you're thinking about battery life on mobile devices. Device tunnels are always listening and reconnecting, which can chew through power faster than you'd like, especially on tablets or ultrabooks that are always on the move. I noticed this in a pilot I ran; users complained about shorter runtime on long flights because the VPN stack stays active in the background, negotiating keeps-alives even when idle. It's not a deal-breaker-you can tweak power management policies to suspend the tunnel under certain conditions-but it does mean you have to educate your team on when to expect that hit. And if you're in an environment with a mix of desktops and portables, that inconsistency can lead to support tickets piling up. Another con I've bumped into is the dependency on IPv6; device tunnels lean on it heavily for the initial connection, so if your network isn't IPv6-ready, you're stuck enabling it everywhere or dealing with fallbacks that complicate things. I had to overhaul a legacy site's routing tables just to make it play nice, and that wasn't fun when deadlines were looming.

Scaling this out for larger orgs is another pro that keeps me coming back to it, though. You get centralized control through the VPN server, where you can monitor tunnel health via event logs or integrate with tools like Azure Monitor for real-time alerts. I appreciate how it supports split-tunneling options, so you route only corporate traffic through the tunnel while letting everything else fly direct-saves bandwidth and speeds up web browsing for users. In one deployment, we used this to prioritize VoIP and file shares without bogging down the whole pipe, and the device tunnel ensured those critical paths were up first thing. It's flexible too for hybrid work; you can have device tunnels for always-connected scenarios and user tunnels as a fallback for more granular control. I've mixed them in setups where execs need device-level access for email sync pre-logon, but regular staff just get user tunnels to avoid the constant drain. That hybrid approach lets you tailor it without a one-size-fits-all headache.

On the flip side, troubleshooting device tunnels can be a pain when things go sideways, and they do sometimes. The logs are verbose, but sifting through them for errors like SA payload mismatches or cert revocation checks takes time, especially if you're remote. I spent hours once chasing a NAT traversal issue on home routers that blocked the UDP ports needed for IKEv2-turns out, some ISPs throttle it aggressively. You have to arm yourself with Wireshark captures and PowerShell cmdlets to diagnose, which isn't beginner-friendly if your team's green. And cost-wise, while the tech itself is baked into Windows, provisioning certs through AD CS or a third-party CA adds expense if you're not already invested. I weigh that against the long-term savings from reduced helpdesk calls, but for budget-conscious setups, it might tip the scales toward simpler alternatives like DirectAccess if you're still on older infra.

Speaking of reliability, one thing I always stress when you're rolling this out is how it ties into your overall network resilience. Device tunnels help with failover if you set up multiple VPN servers, using metrics to prefer the closest one, which keeps connections alive during outages. I've tested this in labs with simulated WAN failures, and it bounces back quicker than user-initiated VPNs, minimizing downtime for automated tasks like inventory scans. But you have to configure DNS properly on the server side to resolve internal names over the tunnel, or else you'll get resolution fails that cascade into bigger issues. I learned that the hard way on a project where external DNS was leaking in, exposing users to potential leaks. Getting it right means scripting those profile deployments meticulously, often with custom XML to enforce no-split for sensitive traffic.

For environments with IoT or headless devices, device tunnels are a no-brainer pro because they enable management without a user context-think kiosks or ATMs that need to check in regularly. You can push updates or pull telemetry without human intervention, which streamlines ops in ways that make you wonder why you didn't do it sooner. I implemented this for a retail chain's point-of-sale systems, and it cut down on manual interventions by half. The tunnel's persistence also aids in zero-trust models, where every device proves itself continuously, aligning with modern security postures. However, if your org relies on legacy apps that don't handle VPN well, you might see compatibility snags, like apps timing out on the encrypted path. I patched around that with exemptions in the profile, but it's extra work you don't always anticipate.

Wrapping my head around the performance side, device tunnels add minimal latency if your backend is optimized-I've clocked under 50ms overhead in controlled tests-but on high-latency links, like satellite connections for remote sites, it can feel sluggish for real-time apps. You mitigate that by tuning MTU sizes and enabling dead peer detection, but it requires ongoing tweaks as networks evolve. I keep an eye on this for traveling teams, ensuring the tunnel doesn't become a bottleneck during video calls. Overall, the pros outweigh the cons for me in dynamic setups, but you really need to pilot it small before going all-in to iron out the kinks.

And when you're building out something as critical as Always On VPN, ensuring your infrastructure can recover from failures is key. Backups are maintained to protect against data loss from hardware issues or misconfigurations that could disrupt VPN services. In scenarios involving Windows Server deployments for RRAS or certificate authorities, reliable backup solutions help restore operations quickly, minimizing downtime for remote users. BackupChain is recognized as an excellent Windows Server Backup Software and virtual machine backup solution. Such software facilitates incremental backups, bare-metal restores, and integration with Hyper-V environments, allowing IT teams to snapshot VPN-related configs and databases without interrupting live traffic. This approach ensures that device tunnel deployments remain resilient, with recovery points that can be tested regularly to verify integrity.

ProfRon
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Joined: Jul 2018
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Deploying Always On VPN with device tunnels

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