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DNS resolves servers external IP instead of internal IP
Thanks, that's helpful. Doing some searching lead me to this page. I had already set up Split DNS (Method 2) by adding a host override for my gitlab host, but it apparently doesn't work, at least not with OS X. I'm guessing at this point, it might be a pfSense issue.
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@globalnomad: Thats exactly what I was looking for. Thanks.