Originally Posted by ijgordon

I think it's totally doable if you hustle, and if the flight is on time, and if the DL flight doesn't arrive at a high-40s B gate (that's a ~12 minute walk to curbside maybe 15m to AirTrain), and if the AA flight doesn't depart from the far end of the remote concourse, and if the AirTrain is running properly, and if the AAgents don't decide to close the door 10 minutes early in their relentless pursuit of "D0" ontime departures.

It's a lot of ifs. My best guess is that you'd make the flight 65% of the time (admittedly without checking the track record of the inbound DL redeye). So what's your risk tolerance and the potential cost of that other 35%?