I’d planned to ignore the #firstsevenjobs hashtag floating around. Then I realized I couldn’t even remember my first seven jobs because, a true Capricorn, I’d been working since before I hit double digits and had done everything from posing nude to working as a TV actor before I turned 20. Sorting out the list proved more entertaining than doing a crossword, so forgive the length and (nonhumble) brag. One thing’s for sure: I missed my calling. Given my early proclivities, you’d think I’d be a coke-addled billionaire by now.
1. Leaflet distributor. At age 9, sick of begging my parents for an allowance when it came straight out of my mother’s limited food budget, I decided to take matters into my own hands. I marched into all the local businesses in West Newton Square and asked if they wanted someone to distribute leaflets on their behalf. Two businesses bit, and, soon enough, I was slipping leaflets advertising a thrift shop and deli under all the car windshields and welcome mats in the area. Yes, I was that arsehole.
2. Babysitting entrepreneur. At age 11, I decided the leaflets weren’t cutting it—they only yielded five cents a page—so I started a mini-babysitting business in which I mined my leafletting skills to build my “company” from the ground up. In retrospect, it is appalling that so many Newton, Massachusetts parents entrusted their precious charges to a gum-snapping 11-year-old who did not like kids. When I could not handle all the work that came my way, I began to hand the jobs entailing too many boys (all those huge Boston Irish Catholic families!) over to Michael Anderson, who promptly poached most of my gigs permanently. Oh, Michael. Twenty years later, I was the best man in his Oregon wedding. Continue Reading →