Vote with your feet, Do Not Fly.
IMO, the only exceptions to the Do Not Fly rule would be emergency travel and trips that take more than one day to drive each way.
Actually, I’d say that if two people are traveling, a two day road trip costs less than the airline tickets. If two people are doing a road trip for business, one of them can continue to work while riding, using cell phones and iPads (or equiv.)
For me here in the Midwest, that covers almost all travel in the lower 48, figuring 600 miles of driving per day. That’s easily doable on the Interstates, but if your trip requires a lot of non-Interstate driving, the formula needs to be adjusted down a bit.
But that’s just me.