My first job was riding shotgun in a bakery home delivery truck around 1959. My boss, Joe Walsh (everyone knew him as Joe The Baker, though) would send me to the houses that had standing orders for breads, muffins, rolls or pastries. I could just leave them in the entry way or the breadbox on the doorstep, and collect the money left under the mat or in the bread box.
He could then call on the houses where someone would answer the door and peruse his metal, double decker basket of goodies. He, of course, was always looking to increase sales. He paid me out of his own pocket and I got a dollar for afternoons after school, and two dollars when I worked all day, plus he'd buy me lunch at a local diner.
My first real job, where taxes were taken out (Medicare hadn't started just yet) was when I was 16 yrs. old (1962) I worked in a commercial laundry, in a section they called "rough dry." In 10 large dryers we dried linens from hotels, motels and hospitals (only johnnies, towels and face cloths). We had to dry, fold and wrap them in brown paper. I started at 60 cents an hour, if memory serves correctly. I worked there through high school and was making 80 cents an hour when I left for the Air Force after graduating. Thanks for the fun question. It's interesting reading everyone elses answers.