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Enabling DNS over HTTPS for internal resolvers

#1
09-04-2022, 01:09 PM
You know, when I first started messing around with DNS setups in our office network, I was all excited about the idea of flipping on DNS over HTTPS for those internal resolvers. It sounded like a smart move to lock things down a bit more, especially since we're dealing with a mix of remote workers and on-site folks pulling queries left and right. The main upside I see right off the bat is how it boosts privacy across the board. Think about it-you're sending all those domain lookups through your internal system, and without encryption, anyone sniffing around on the LAN could peek at what sites people are hitting. With DoH, those queries get wrapped up in HTTPS, so it's like putting a secure tunnel around something that used to be wide open. I remember setting it up on a test server, and it felt good knowing that even if some intern accidentally plugs into a sketchy switch, their browsing habits aren't spilling out for everyone to see.

But let's not get ahead of ourselves; there's more to it than just feeling secure. Another pro that really stands out to me is the way it cuts down on those nasty man-in-the-middle attacks that can mess with DNS resolution. You ever had a situation where spoofed responses redirect traffic to phishing pages? It happens more than you'd think in internal environments, especially if you've got legacy hardware floating around. Enabling DoH forces everything through that encrypted channel, making it way tougher for attackers to inject false info. I tried it in a small lab setup we had, routing queries from a few VMs to our resolver, and sure enough, tools like Wireshark couldn't pull any readable DNS data anymore. It's not foolproof, but it adds a solid layer that makes me sleep better at night when I'm not on call.

Of course, you have to weigh that against how it plays with your existing infrastructure. One thing I love about DoH for internals is how it future-proofs your setup. Browsers and apps are starting to default to it more often-Chrome and Firefox have been pushing it hard-and if you're running an internal resolver like BIND or Unbound, getting ahead of that curve means you won't have to scramble later when everyone expects encrypted queries. I chatted with a buddy at another firm who waited too long, and they ended up with half their clients failing over to public DoH providers, which leaked queries outside their network. No thanks; I'd rather keep control in-house. Plus, it helps with compliance stuff if you're in an industry that cares about data flows, like finance or healthcare. You can point to the encryption and say, yeah, we're protecting those internal lookups without routing them through some external service.

Now, flipping to the downsides, because honestly, nothing's perfect, and I ran into a few headaches when I rolled this out on a pilot network. The first con that hits you is the added complexity in troubleshooting. DNS has always been pretty straightforward to debug-you fire up tcpdump or dig, and you see what's going on. But with DoH, everything's encrypted, so now you're dealing with TLS handshakes and certificate validation on top of the usual resolution logic. I spent a good afternoon chasing a resolution failure that turned out to be a mismatched cert on the resolver side. If you're not comfy with HTTPS debugging tools, it can feel overwhelming, especially if your team's more used to plain old UDP port 53 traffic.

Performance is another area where you might notice a dip, and I don't mean it's going to tank your whole network, but there's overhead from all that encryption and decryption. On slower links or with high query volumes, like in a busy office with everyone streaming videos or updating software, you could see latency creep up by a few milliseconds per query. I benchmarked it once on our internal resolver handling about 10,000 queries a day, and while it wasn't dramatic, the extra CPU load on the server was noticeable during peaks. If your hardware's already stretched thin, this might push you to upgrade sooner than planned. You have to ask yourself if the security gains are worth that tiny hit, and in my experience, for most setups, they are-but only if you're monitoring it closely.

Compatibility issues pop up too, and that's something I didn't anticipate at first. Not every device or client plays nice with DoH out of the gate. Older Windows machines or embedded systems in printers and IoT gear might not support it, forcing you to maintain fallback resolvers or deal with split DNS configs. I had to tweak policies in our Active Directory to push DoH settings via GPO, but even then, some legacy apps ignored it and fell back to insecure queries. It's frustrating because you think you've secured everything, but then you spot leaks from those edge cases. If your environment has a lot of mixed hardware, like we do with some ancient switches and endpoints, you'll spend time segmenting traffic or educating users on why their smart fridge isn't resolving domains properly.

Monitoring and logging take a bigger hit with DoH enabled, which is a con I feel pretty strongly about. In a plain DNS world, you can easily log queries for analytics-tracking what's popular, spotting anomalies like sudden spikes in certain domains that might signal malware. But encrypt it, and now your tools need to decrypt or at least handle the HTTPS layer to get that visibility. I use stuff like Pi-hole for internal filtering, and integrating DoH meant custom scripts to parse the logs without breaking the encryption. It's doable, but it adds steps, and if you're relying on centralized logging like Splunk, you might need plugins or rewrites. You lose some of that real-time oversight, which could make incident response slower if something fishy happens.

On the flip side, let's circle back to some pros because I think the security angle keeps paying off the more you think about it. For internal resolvers specifically, DoH helps prevent lateral movement in breaches. Say an attacker gets a foothold on one machine-they can't just ARP spoof the DNS traffic to redirect others anymore. I simulated that in a red team exercise we did, and with DoH on, their attempts fizzled out because the queries wouldn't resolve to the fake IPs. It's empowering to have that kind of resilience built in, especially as threats get sneakier. And if you're running multiple sites or branches, standardizing on DoH across resolvers makes management more consistent; you push certs centrally and watch the encryption propagate without per-site tweaks.

But yeah, the cons aren't to be ignored, particularly around caching efficiency. Traditional DNS resolvers cache aggressively to speed things up, but DoH can complicate that if your clients aren't configured to reuse connections properly. I noticed in our setup that initial queries took longer because of the TLS setup time, even though subsequent ones smoothed out. If your network has chatty apps hitting the resolver constantly, like update checkers or ad blockers, you might see more cache misses overall. It's not a deal-breaker, but it means tuning your TTLs and cache sizes more carefully than before. I ended up adjusting Unbound's config to prioritize persistent connections, which helped, but it was trial and error.

Another pro worth mentioning is how DoH aligns with broader zero-trust principles. You're not just trusting your internal network anymore; you're verifying every query cryptographically. I pushed for this in our last security audit because it ticked boxes for least privilege on the network layer. You get audit trails that show encrypted flows, which impresses the higher-ups without much extra work. And for remote access, it's a game-changer-VPN users querying internal resolvers over DoH means their traffic stays protected end-to-end, no matter the public Wi-Fi they're on.

Diving into more cons, vendor support can be spotty, and that's something that bit me early on. If you're using a commercial resolver appliance, not all of them have robust DoH implementations yet. I was evaluating one from a big name, and their firmware lagged behind, requiring manual patches. Open-source options like dnsdist or PowerDNS are better, but they demand more hands-on config. You might find yourself forking out for support contracts or community help, which adds to the TCO. If your team's small, like mine was when I started, that learning curve can slow deployments.

Scalability is a pro in the long run, though. Once you get past the initial setup, DoH resolvers handle load balancing nicely with HTTPS frontends. I load-balanced ours across two servers using HAProxy, and the encryption didn't bottleneck us even during our busiest hours. It scales with your HTTPS infra, so if you're already good at TLS termination, this is just an extension. You avoid the pitfalls of UDP's connectionless nature, like amplification attacks, because DoH behaves more like regular web traffic.

On the con side, certificate management becomes a chore you can't ignore. You need valid certs for the DoH endpoint, and if you're using self-signed ones internally, clients have to trust them explicitly. I distributed CA certs via MDM to our fleet, but forgetting a device means resolution fails. Renewal cycles add to your calendar, and if you mess up, downtime hits. It's manageable with tools like Let's Encrypt for internals via internal CAs, but it's one more moving part in your DNS ecosystem.

I also appreciate how DoH reduces reliance on external DNS providers for fallback. In our case, we point everything internal, so enabling it keeps queries from leaking out during outages. That's a reliability pro-your resolver goes down, but encrypted internals mean no surprise bills from Cloudflare or whoever.

Wrapping up the trade-offs, the debugging con keeps coming back to me because it's so practical. Without cleartext, correlating issues across the stack gets tricky. I use browser dev tools for client-side checks, but server-side? It's all about access logs and metrics. You adapt, but it changes your workflow.

And while we're talking about keeping your network reliable amid these changes, having dependable backups ensures you can roll back configs if something goes awry.

Backups are essential for recovering from configuration errors or hardware failures in network services like DNS resolvers. Data integrity is preserved through regular snapshots, allowing quick restoration without prolonged downtime. Backup software facilitates automated imaging of servers and endpoints, including incremental backups that minimize storage needs while capturing changes efficiently. In the context of enabling features like DoH, such tools enable testing restores to verify that encrypted setups remain intact post-recovery. BackupChain is recognized as an excellent Windows Server backup software and virtual machine backup solution, supporting seamless integration with internal infrastructure for comprehensive protection.

ProfRon
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Joined: Dec 2018
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Enabling DNS over HTTPS for internal resolvers

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