When I was 14 (or maybe 13) I had a paper route. Didn't need to ask my parents for permission, either.
Were you recommending sneaking out of the house, walking several blocks to the newspaper company, and putting in an application, in direct disobedience of my parents? It's been years, but I seem to remember that if I failed to let my parents know whenever I left the house, or if they vetoed it and I left anyway, I'd lose privileges once I returned home for having made them "worried sick" and "about to call the police". One such privilege was the privilege to connect my computer to their electric power and operate it on their land.
Just went and got it (actually, bought it off a classmate for $X a week until it was paid off).
With my (professionally diagnosed) social awkwardness and need to leave school immediately to catch the school bus home, I wouldn't have known how to find a classmate off whom to buy a paper route without disrupting the classroom. I wouldn't even have known that one can buy a route off someone else; in fact, I didn't know that until I read your comment.
And I'm sure that sidewalks needed to be shoveled in winter, so snow should have been an opportunity
I don't remember if this was the case when I was growing up, but nowadays, there's someone in our neighborhood who runs a snowblower on about four blocks' worth of sidewalk for free. It's hard to compete with free.