I'm really glad I didn't fall into the trap of just trying to "make money online". It could have easily happened. My inspiration was the timeless milliondolla

I'm really glad I didn't fall into the trap of just trying to "make money online". It could have easily happened. My inspiration was the timeless milliondollarhomepage.com. One simple idea, and boom - a million dollars. Awesome! So I decided to learn how to build web sites. Then I could make some kind of site where... maybe people could rate ads. Or something. That sounds like it would make money. Fortunately, I decided it didn't make sense to jump straight into a real money-making idea until I knew what I was doing. So as a little project to learn the ropes, I'd make a site to help with something I was doing at the time - shopping for a used portable air conditioner on nearby craigslist sites. So, I made a really simple little site that just generated links to craigslist results pages with criteria you specify. Using a mix of really ugly js and (iirc) Dreamweaver I even programmed some selection boxes that let you choose multiple states and cities in a more convenient way than a default multi-select. It was hideous, but I was kind of proud of it, and it cut my air conditioner search time considerably (although obviously by not nearly as much time as it took to make the site!) When I signed up for $5/month GoDaddy hosting (which I've fortunately left far behind, but that's another story!) I got a $25 Adwords credit. So I used that, because why not. Also, earlier in my air conditioner search, before I'd even considered making the site, I had found a few forum threads while looking for a site like the one I ended up making. So I replied to those as well, in case it might be useful to anyone else. A handful of people found the site those ways and started using it. (Like, probably double digits.) One day one of them posted on some other random forum to tell people about it, and a few more people trickled in. I certainly didn't have Adsense at that point, and wouldn't have made anything if I had. But gradually those people told more people, and I had a slow exponential growth curve going. They started requesting features, and so I made them. Once I got up to a few hundred users a day, I decided to try some adsense ads, and made maybe a few bucks a month. Then a few tens, then hundreds. I remember how exciting it was when it covered the rent for my basement suite. A little while after that, I looked into other ways to monetize, while hopefully adding to the user experience; the first really successful one was adding (optional) search results from eBay. Eventually I contracted, and then hired, a designer/developer who helped make the site look halfway professional. Then I quit my day job to focus on it full time. Then hired another developer and built a spinoff site. We've got a team of 4 now, and are looking to add a couple more. It's been 9 years now since I started work on that first prototype, and about 6 since I quit my day job. Thankfully I never got the chance to try my "real" idea. (But seriously, HotOrNot for ads? How could that not make money?!)