I pretty much pay for my shareware. I can't think of any I curently run that isn't paid for. Where I do make exceptions is for multiple machines. I will only pay for shareare once. I've got several machines, all basically duplicates of each other (work, home, laptop, file server, plus business partner machines). I'm not paying for seven copies of some shareware app.
Which I guess clues you in to how many licenses I buy for other apps. One. I'm not proud of it. It is was what it is, as the pope would say. Or would he say It is what it was? It was what it has been...something like that.
I'll throw in my list of must have ShareWare:
iKey--there is no reason why anybody should ever have to use a mouse to launch their apps or navigate to their favorite places. My favorite is Control+D for instant access to my documents folder. Endlessly useful.
BatchMod--for those annoying pesky files that won't cooperate and if you don't know Unix or don't want to use the command line, like me.
CockTail (and other similar ones)--even though I think it's idiotic that we even have to use such things, plus my pure skepticism on their actual value in terms of maintenance (I have yet to benefit from the so-called maintenence routines), nonetheless I've got the damn thing.
Alternate media players (VLC, Full Screen Movie Player, MPlayer, etc.)--For the odd time I need to play some weird file or play QTs in slide show format.
A Better Finder Renamer--indispensable for what it does. Ever try to manually change 312 TXT files to RTF files? Or change an entire website full of media files with spaces to underscores? Have fun without this.
Fetch--or your preferred FTP app. Gotta have one.
Addressix--Does one thing and one thing well. It prints envelopes and is tied to your Address Book. Perfect come billing time.
Iconographer or Icon Machine--fun for making custom icons.
iWatch-- Nice stopwatch and other timing utility. I use it a lot for timing voiceover scripts to commercials.
PDFCompress--Best option for quick-and-dirty batch recompression of PDFs. They don't look so hot, but they compress quickly and are tiny. Lots easier and faster than Acrobat's new recompressor. Just drag a bunch of PDFs onto it and you're done.
Snapz Pro 2--I guess it's technically shareware, though the price is commercial and the quality is commercial. This app is the &$%#-ing %#@^% for what it does.
ResizeX--Great for batch resizing of files for thumbnail creation. Faster and better than using Photoshop due to its conditional resizing options.
GraphicConverter--in a pinch I'll bust this out.
Audio HiJack-- Saved my ass on one project.
In the end there's only one app on the list that I must have---iKey. Completely changes how I work. The other apps are just icing or very niche. iKey is day in day out all the time useful.