"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.
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.
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