My issue with pickup trucks are two fold: First, they are open to the weather, and rain and snow can upset my shopping schedule. And second, in the suburban area I live in, there are many roads labeled “parkways” or “highways” and they don’t permit pickup truck travel. On Long Island, where I was from, highways and parkways far outnumber expressways, interstates and thruways which do allow pickup truck travel.
You can make pickup trucks legal for highway use by adding a cap to the cargo area, adding seats and seatbelts and registering the vehicle as a passenger car and not as a commercial vehicle. Even when you comply with all that, you can expect to be stopped frequently by traffic enforcement to check.
So, not a really good choice for me. (Plus, try finding a pickup truck with an 8’ bed nowadays.)