By security I meant, he cannot use his laptop outside US which would be a security violation.People commute once in a month too and little far from border. Its not a problem of 4 hours drive once in a week or few weeks. Not sure what security reason you are quoting here. Its your plan hence whichever works best you can proceed with.
We dont know when the pandemic will end and when the quarantine will be removed. Reason: Hardly 70% will get vaccinated(since rest dont want to) and the spread will exist for 2-3+ years as per my thinking hence not sure when there will be prepandemic days without any restriction. For working in US, there is no quarantine/testing and you dont need more than this. If you want to have complete normal borders then i see that this requirement is irrelevant for you to seek for commuting since commuters are exempted from test as well as quarantine.
But, I understand your point. Thank you Hari!