Paper route summer after 5th grade (maybe 10-11yo). By freshman yr highschool, I had 4-5 routes totaling 270+ papers and would inline skate the routes to save time. Sundays were a bitch to say the least. But when I went “collecting” it was awesome getting paid and keeping a lot of that money! I went through so many wheels, bearings, and laces, and kept upgrading skates too. Been working 1-2 jobs ever since pretty much. I’m hitting 40 soon.