Autosteer is a driving aid, essentially it is just lane keeping and TACC. You are still responsible for the driving, which requires paying attention. A Plaid Model X presumably has a camera for monitoring your face to ensure that you are doing paying attention. In that scenario, looking at the MCU for a few seconds will trigger a nag. Holding a cell phone in your hand will trigger a nag even more quickly. Once nagged, if you don't convince the system that you are paying attention in a period that it considers timely, you are kicked out of autopilot for the rest of the trip. This is casually called "autopilot jail." A whole lot of drivers are using autosteer in a whole lot of vehicles that have this feature (the cabin camera would be new to Plaid, but has been in 3 and Y for sometime) without regularly ending up in autopilot jail, so it seems likely that a better question could be "why are you paying so little attention if autosteer is so disappointing?" OTOH, if there is no cabin camera in the Plaid X (seems unlikely), then the issue could be that you aren't "keeping your hands otn the wheel." Unfortunately, "keeping your hands on the wheel" means applying a detectable level of steering torque against auto-steer. As I haven't driven a Tesla with the cabin camera, I can't tell you whether the nag triggered by the camera differs from the nag triggered by the lack of detectable user input steering torque, so the nag may be saying mentioning said steering force in either case.
If none of that fully explains your experience, one other possibility is that you are accelerating beyond the current 80 MPH limit tied to autosteer on vision-only versions of autopilot or 90 MPH on radar+vision versions of autopilot (I have no idea whether the Plaid X is using the radars it presumably has for autosteer). However, I'm not certain whether or not exceeding the limited speed will also lead to autopilot jail.