If we're talking about money made because of the Internet, my first time was in 2004. I had recently started up an event management and set designing business and I was discussing it on IRC with a few friends in a channel, when someone messaged me to discuss set designing for an event. It turned out to be a huge international IT exhibition. I met him the next day and submitted my designs in a week or so, which got accepted. I made Rs.300,000 (equivalent of US $5,000 back then) from a couple of weeks of work on that one. After that one, I worked with that client on over a dozen projects over the course of two years before I quit that profession. When it comes to making money by working on the internet, the first time I did so was in 2008 when I saw an ad posting in the comments of a blog somewhere, for a small content writing project. I decided to mail the poster with my samples and got selected. Made just $100 off that one, but have been working with that client on and off for the past two years.
I installed adobe photoshop....and within a week I realized I could make money from designing. I think I made my first $10 on winning a contest in dp for a logo back in september 2009 ahh... nostalgic :')
My first online $'s were made on Ebay, like a lot of other people. My first dollar as a result of marketing activities was made on Google Adsense about 4 years ago.
It was year 2008 when I got my first 100$ through my blog at Google adsense. And honestly, that thing encourage me to work harder on online business till I learned how SEO works. How great it is right? And now I can say that I have my expertise in this field of SEO. I apply it by getting clients and handle their website.