Thanks for the replies everyone. I forgot what I have on there now, but they are factory bombs coming up on 4 years old now. The one that blew over the weekend I believe went flat last year on the driveway. It held air since November and traveled a couple hundred miles so I figured maybe it was a fluke or maybe I didn't have the sensor on tight and it leaked out. Either way, it must had compromised the tire or it was just time for it to go.
Luckily the sensor alerted me a couple seconds after it let go so I was able to pull over with no damage to the trailer. Figured I better change them all now since they are getting to that point.