Coming from the C64 tradition where disk-swapping was a popular pastime, I went straight into this with the Amiga. Of course I was also a high school student with little money and no real appreciation of how much work it was to produce these games. So....yes, I had about 99% pirated software, which was probably a hundred titles.
After I hit twenty I started gradually buying software. It started by paying for Shareware licenses: Wzonkaland, ShapeShifter, SoundFX.
After Commodore died and in the late nineties I would sometimes buy full boxed copies of older software from vendors at computer shows. It's the classic case of "you don't know what you've got until it's gone". It was just so nice to see some Amiga software in a real, professional box - you wanted to buy it partly for that reason. Perhaps if we'd bought more boxed original software before Commodore went belly up things might have been different.
In the late nineties I started paying for full fledged application software like ImageFX, Aladdin 4d, PageStream. I had been fumbling with pirated versions of the software for a few years, not fully understanding it, but still getting a lot of use out of it. I realised that if it was really something I was using everyday I should PAY for it. Even if it did seem expensive, with the amount of use I was getting out of it the price would work out to pennies a day. Plus it was the right thing to do.
The benefit (especially for applications) was that it was much better to have the real manual and support from the official mailing lists or the author. With this I started using the software to its full potential. Plus it feels so much better to know you are supporting the author for his/her work and encouraging development of the title.
I've never regretted paying for this software.
So if any of you are using pirated versions of Aladdin 4d, ImageFX, PageStream, etc.....get out there a pay for legitimate copies. These three publishers are still in business and we NEED them. Some of them are porting their software to OS4 and they need the support.
All these titles are less than $100 and they are very much worth it for what they can do.