It takes real time to get out a pressure gauge and check the pressure on each wheel, no? Furthermore, attention itself is a limited resource.

For example, power windows were always handy when getting on/off the highway and coming up to a toll booth where I'd have to give/take a ticket. It's much easier to hold a button (or even have a latching button) while spending my attention on actually driving.

I have one car with TPMS that's entirely done through the ABS controller measuring the relative diameters of the wheels. That's not a privacy or cost problem. Furthermore the privacy problem where wireless TPMS sensors are interrogatable is better framed as a security vulnerability in their design, rather than something intrinsic.

Weight is a red herring as I'd guess the fuel savings from having properly inflated tires outweighs the fuel spent on the extra mass.