Both $100 and $1000: Way back in the dial up days, there used to be companies that paid you by the hour to run an always-on-top ad bar on your computer while you browsed the web. I wrote a simple little program in Visual Basic to move the mouse, browse sites, and click links. Wrote another program to reload the adbar if it stalled or crashed.

I started to give friends and family a 60/40 split to run my setup on their computers. This also paid referral bonuses on my account.

Ended up making 3 or 4k in total but at that age, I might as well have been Zuck. The internet used to be so much cooler when it was the wild west.