@thecreativeone91

Installed, and here is the error I receive:

[Fiddler] The connection to 'mailchimp.com' failed.
Error: TimedOut (0x274c).
System.Net.Sockets.SocketException A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 205.201.132.123:80

I should note that restarting my maraki MX80 solves the issue for about 5 minutes, which is when this error begins happening again.

This seems to be Meraki-related to me. I registered simply to respond and get feedback. We occasionally have this issue and we use Cisco-Meraki devices. we are able to connect to seemingly-random site using a phone with 4g, but get this error as soon as we get on the LAN.

So far I am in the process of disabling everything (filtering, scanning, IDS, etc) to try to track this down. If you notice a solution feel free to post back (I will be calling Meraki if I cannot get a solution).

Are you by chance running SBS2008?