Dan,
Looking at those ThermoWorks X4s really makes me wonder if it's not just a good time to switch myself. I don't really need logging, once I'm done with my cook I don't use my controller until I need to smoke some meat again...LOL Don't get me wrong, but I remember trying to use Stokerlog in one of the early incarnations and it was pretty difficult to keep things sane when opening the cover. I find I can fit most stuff on the top grill of my WSM. There's a sale going on for Black Friday, 25% off, so the X4 is only $149 + $69 for the billows.
My other choice is get a MEATER block (4 probes) which would be good for the meat and continue using my stoker for the pit. Cost more, but wifi meat probes look the shizzle. Even a single would be what I use most of the time, but not sure about distance. The MEATERs do have logging, so that might be attractive to you Dan.
I think either the X4 setup or the MEATER+ or MEATER block will be best bought on Black Friday.