I started babysitting when I was 12. Freelance and I had a steady gig at the aerobics class. When I was 15 my brother and I split a paper route, and I still babysat sometimes. We had a daily morning route, and a weekly advertiser route. I stayed with the paper routes even after getting the other jobs....I don't think we gave them up entirely until I was 23 or so.
I didn't get a "real" job until I was 19, and that was at a Gateway computers call center. Just as an "emissary", which meant we just were a real voice to answer the phones and tranfer people to the proper department, because Ted Waitt thought that was nicer than getting an automated "press one for x" voice.
Of course very few companies can afford such luxuries for long, and Gateway eventually closed the call center. Another company bought it and kept most of the employees, so I continued with the call center. Except now we were doing actual work, cleaning up after the WorldCom mess. That was horrible.
While I was still working there, I got a part-time job with the census, going around to all the people who hadn't sent in their questionnaires. Now, let me tell you, if someone doesn't fill out their census form, there's usually a reason, usually a sort of creepy reason, like they're separatists or Neo-Nazis or at least extremely suspicious sorts. I met some VERY interesting people doing that job.
And I got a job with the Postal Service around the same time as the census gig. I was very part time for a while (12 hours every 2 weeks---2 hours each morning every other week) so I stayed with the call center, too. Then I transferred to an office with more clerk hours, so I (thankfully) quit the call center. And I've been with the USPS ever since, though I have transferred to yet another office.