jack's story sounds badass and terrifying all at once. silas would definitely not have known about jack's squadron unless they got involved in an unfortunate pin down or attack. he had no high rank that would give him insight into such elite knowledge. i was toying with the idea that silas was a part of a group that got detained by glf and needed special ops to extract them out. based off what details you have what group he operated i don't know if that would necessarily fall in that bracket. possibly! regardless, if jack is engaged to a member of the wayfarer crew then they'll have lots of run ins!