Wifi is helpful if you want to go to the store and be able to ensure your grill alarms are not going off for some reason high or low. I prefer Thermoworks for several reasons. I think they have been around for a while. They are in commercial and consumer products. I think they will continue to be around for a while. They have continued to develop new products over at least the last 5 years for the consumer market. I have about 10+ products of theirs and have never had an issue. One time, I lost a slide on cover for one of their $35 thermometers and sent them an email on how to get a replacement. They sent me one for free.
There are a few other products with 4+ probes on them that have come out in the last 5+ years that seem to be very good products. My concern is that they are the only consumer thermometer product that each of those companies make. Who knows when they decide to quit supporting the product. I am not sure any of them have developed any new products either. They have developed some software enhancements though, but for how long?
As Canadian John mentioned, figure out what you want in a product and read thru the thermometers section on here to get a sense for what others think. Don't be afraid to send a private message to those that have any of the devices. I believe most of them will be happy to provide you other feedback and insight on their product.