Turns out there are some advanced functions of Sophos Home Edition designed to prevent applications from interfering with things they shouldn't be touching. I completely uninstalled it and Enpass started working.
For the record, anyone wondering, Enpass Home Edition hardcore. Home version of their enterprise product and quite a beast. Down side is that it's highly controlled and restricted, as an enterprise grade product should be, but the lack of alerts (like notifying me that it was blocking Enpass *rolls eyes*) and the lack of ability to temporarily suspend monitoring makes the product less than ideal for Power Users and IT Pros.