From Pooper Scooper To Millionaire: Here Are 82 Odd Jobs A Tumblr Investor Had Before He Struck It Rich

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rick webb guitar

Flickr via Scott Beale

Rick Webb, at his wedding in August 2013.

Rick Webb came into wealth a few years ago, when his company Barbarian Group was acquired. Or, as Webb describes it, he became "wealthy. ish."

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"Like rich people wouldn't consider me rich, but I did some research and I'm in like the top .5% or something now, well into seven figures, won't have to work ever again," he wrote in response to a question on Quora.

Webb didn't always have money. He worked tons of odd jobs before he became a successful entrepreneur and investor. Webb has since backed startups such as Foursquare and Tumblr.

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This week, Webb turned 42 and he listed all the jobs he's ever made a salary from. The list begins with "berry and rhubarb farmer" and ends with "house cleaner." In the middle you'll find things like "pooper scooper" and "guitarist/singer in space rock band," to more recent roles, "board member" and "COO."

Even now that Webb has money, he doesn't spend it in a crazy fashion. He wrote a really thoughtful post about what it was like to come into wealth, here.

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Below is his full list of jobs.

  • Rhubarb & Berry Farmer
  • Bartender on a roving karaoke palace
  • Christmas tree decorator in a christmas shop (the trick is to individually wrap every branch with lights from the trunk outward and back, one branch at a time. Use about 10 strings. Looks amazing)
  • Railroad car cleaner on the Alaska Railroad
  • Guy who waves those paddles for airplanes
  • Baggage handler at the airport (notable for being allowed to play on baggage claim belts)
  • Founding music director of a commercial radio station
  • Dishwasher
  • Busboy
  • Line cook
  • Copy shop lackey
  • Offset press man
  • Bus washer
  • Bar owner
  • Club promoter & host of illegal raves
  • Designer of annual reports for genomics companies and microchip manufacturers
  • Video editor for startups and ad agencies (dot com boom 1)
  • Record label owner
  • Rhythm guitarist and keyboardist in a country band
  • Guitarist and singer in a space rock band
  • Power electronics operator in a noise band
  • Purveyor of corn dogs at the Alaska state fair
  • Seller of admissions tickets to the Alaska state fair, 3 years running
  • Paperboy (boy that one did not last)
  • Lawn mower
  • Driveway snow shoveler
  • Hotel Housecleaner at Sophie's Station hotel in Fairbanks, AK
  • Photographer of bands, fetish nights, etc.
  • Macromedia Flash animator and actionscript programmer
  • Pre-press operator for financial reports at a major printing press (FRAMEMAKER)
  • Tour manager for goth bands
  • Merch boy
  • DJ
  • PA
  • PowerPoint expert for audit and financial firms, including Putnam, KPMG, Deloitte, Fidelity.
  • Web designer
  • Web developer
  • Macromedia Director Lingo programmer (Coincidentally I met one of the authors ofLingo last night!)
  • Photoshop production artist
  • Color corrector of photos of automobiles
  • Copywriter
  • Art director
  • Bookkeeper (oh man do NOT hire me as a bookkeeper I am terrible)
  • Columnist
  • Book Author
  • COO
  • Web producer
  • "Mechanical Supervisor" (whatever that means. I am still not sure)
  • Information Architect
  • Quark and Pagemaker Page layout designer
  • Film producer
  • Agfa Accuset Imagesetter Operator
  • Full time designer of record covers
  • Bed and Breakfast breakfast preparer and housekeeper
  • Professional decorator of techno/electronica nightclubs
  • Venture Capitalist & angel investor
  • Co-working space owner
  • Advisor
  • Board Member
  • Revenue consultant
  • Advertising product designer
  • Salesperson
  • Account manager
  • Vague, undefined "strategist"
  • Design studio owner
  • Advertising agency owner
  • Proposal lackey
  • Professional buyer of tickets to concerts for resale via a legal scalper
  • Attendant at a pop up store for the Nintendo Game Cube (actually this might have been the best job I ever had)
  • Alaska state legislature campaign manager (man it's crazy there is NOTHING about this on the web)
  • Parade pooper scooper
  • Subway busker (for one day, bauhaus covers only, harvard square stop)
  • Professional speaker
  • MacTemp
  • Game designer
  • Recruiter
  • Ebay seller
  • Gas station attendant
  • Guy standing on a street corner handing out flyers
  • Envelope stuffer
  • House Painter
  • House cleaner