The Joy of Thinking Small revisited
I definitely still use Ledger. I've found it easy to set up, easy to use, and informative in what it tells me. It's also helped me understand accounting better than other, more GUIfied tools I've used. It's not built for large company applications, but it works well for Facilitated Systems and for my private needs. Here's a tip I've found useful: I make an online list (I use emacs-wiki, although it sounds as if I should move to MuseMode) of useful commands for generating reports I typically use. That saves time in rediscovering useful options (there are lots!). Eventually, I'll likely make scripts to do common tasks.
I still use PWGen for Windows, too. I had written my own program to generate passwords, but PWGen is faster to use, and I trust they did a better job than I did at creating unguessable passwords. I'd still use Diceware, too, but I haven't had the need recently.
I occasionally use the Hipster PDA. To be honest, I mostly use the backs of junk mail for notes and jottings. That's even less expensive than index cards, but the Hipster still intrigues me. Perhaps I just haven't tried hard enough with PocketMod or The Printable CEO™. Along with those paper planning tools, I've learned that planner-mode is more valuable than I had thought, and I'm expanding my use of that tool.