I've not had any issues with getting shipping quotes by using the keys and the API, but I don't know if I can use the plugin as-is. There are no settings in the back-end for any of the Shippo "Extras", like adding in insurance for each shipment. Their API can accept other variables in the array that's passed for both quotes and preparing shipments, but there's nothing available to include except the most basic values required to make a valid call.
The 'Insurance' page from their API docs: https://goshippo.com/docs/insurance/
It also looks like there's only one box size for an entire