Update Dec 9th 2020: Bark has added our service's domain to their master list so the following steps shouldn't be required any longer.
How do I make Boomerang & Bark work together?
Bark & Boomerang are compatible and work well together to provide a layered approach to parental control but the communication that Boomerang needs to communicate needs to be made as an exception when using Bark's VPN.
Ensure that Bark has an exception for Boomerang; here are the steps:
1. Go to Bark's dashboard, click on menu and then "Add app or website exception"
2. Add app.useboomerang.com as an exception.