2010 August - 40D and 50mm 2.5 macro, my first dslr and lens to get started learning photography.
2011 January - upgraded to 50D, I bought a 24-70 2.8L. Got published in a fashion magazine at this point.
2011 June - upgraded to a 7D, bought 70-200mm 2.8L IS II. Started working as a photographer for a PR company which includes Ms. California USA pageant.
2011 December - bought a 5D mk2 during the christmas sale. Did dual bodies with 5d mk2+24-70 and 7d + 70-200, just in time before the Ms. California pageant.
2012 April - sold 7D for 5D mk3. At this point I bought cheap primes for lowlight to complement my zooms, 50mm 1.4 and 85mm 1.8. And bought a 17-40 for when I need ultrawide. Started working for a clothing company in downtown LA as an in-house photographer. Shot my first billboard with them 2 weeks ago

2012 October - bought a Canon EOS 3 to try out film for the first time. I literally put my first roll of film in it 1 hour ago

(I have to say that I was being taught from the beginning by a fashion photographer who had shot for magazines that include FHM and GQ which really helped me meet the right people. Also gave me free access to a real photo studio with strobes right from the start so I never had a reason to buy any.)