Things old people say. I interpret it to mean an experimental run at some activity. Perhaps affiliated with the concept of carrying the family flag to some new location.
Glad to hear you had a nice flag trip out to some place you've considered moving to
The first car in a group of speeding cars. The cop-catcher is the first one to hit the cop's radar at a speed-trap and usually the only one to get a ticket.
Instead of doing 70 in a 65, I can now safely go 80 since this idiot cop-catcher is doing 100!