Inspired by a post since deleted, I feel bad for probably coming off judgemental about the poster's taste in the movie that drove him to consider sailing.
The earliest desired media I can remember that drove me to figure out sailing was DC Talk, a Christian rock band. Pop music was not allowed in my house, so a Christian group was tantalizing and scandalous to a rebellious, young Vanth. Things escalated from there.
Originally, I was too poor to afford software. Then my CD/dvd books were stolen and I couldn't afford to replace the media I'd been collecting my entire life. I bought an external drive, an s-video to RF modulator, a Bluetooth keyboard and connected my computer to channel 3.
Eventually Pandora and Netflix were released and I stopped pirating. I spent most of a decade buying all of my media. Then I tried to buy a complete set of Good Eats and it wasn't possible.
There was literally no way to purchase every episode legally. So I took the $500 I was going to spend on that box set and put it towards an ebay'd server and some drives.
By the time the streaming wars started to gain steam, I had everything automated, and was pushing 50TB of storage.