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What area of the country do you live? How long? 5 minutes? 5 hours? In some of the southern areas of the US, it can be cool outside (50s) but with the sun's radiant heat it can easily heat up in the car, possibly to uncomfortable levels depending on the conditions that day. That may not be the case in other cooler areas of the country. I believe geography makes a big difference in answering this question during cooler weather times. For example, here in Dallas, I was out a couple of days ago and it was 45 degrees on my car thermometer when I went into an establishment and 65 degrees inside the car an hour later, just from sitting in the parking lot. It was 9 in the morning- no telling what would have happened around noon when the sun would be at a higher angle. I use my AC inside the car almost all year long due to radiant heat building inside the car on sunny days. That's the way it is here in this part of the country.
Also, check your city ordinances. Some cities prohibit this practice and will authorize law and fire officials (and sometimes citizens) to break into the car to rescue the dog, without legal repercussions.
Personally, living in Dallas I'd never do it, no matter the temperature outside. I'd most likely have my car broken into by a concerned citizen (no matter the temperature). It's the culture here, given we endure some incredibly hot summers and some sunny winter days that get some pretty good radiant heat going inside cars. We also have a good contingent of dog welfare advocates here. They take action.
In addition, auto and pet theft are problems in many major cities and you run the risk of your car and/or your dog getting stolen. I'll never forget the grief of a man here in Dallas who left his dog in the car at a Home Depot while he went shopping in December. He came back to a car with a broken window an a missing dog. He never found the dog and it was even more tragic because Home Depot allowed dogs in that particular store at that time. They changed their policy a few years later after a dog bite incident inside that store, but that's a different story. There was also a thread here on the forum a couple of years ago about a Golden in San Antonio- the owner went into a store and came out with the truck and Golden missing. If memory serves the Golden was found several days later near a highway, having been dumped by the thief. That story had a better ending at least.
This is a very heated topic on the forum and if you do a search you will pull up a lot of closed threads about this topic.