I was rather skeptical of 1Password as well, but wound up checking it out after receiving it as part of a MacHeist bundle. It's since easily become my favorite

I was rather skeptical of 1Password as well, but wound up checking it out after receiving it as part of a MacHeist bundle. It's since easily become my favorite Mac utility (tied with LaunchBar). A few notable features, rambled off in no particular order: - great integration into (nearly) every Mac browser (Firefox in particular does not use the Mac keychain; Opera and Chrome are the two exceptions, and they're working on both as soon as extension support is available) - built-in cross-platform HTML/JS password viewer (for instance, keep your 1Password keychain file on Dropbox and pop open the viewer on Windows to pull up a password; it uses AES for encryption and a JSON-based data store in a standard OS X package/folder) - better in-browser password management (save after your login is confirmed, save multiple logins, replace a login) - in-browser password generation (it also has options even beyond the Keychain utility's excellent generator) - slick GUI app for managing passwords, secure notes, serial numbers, etc. (Keychain Access is a bit... odd in how it displays Web logins) - cross-browser and well-implemented auto-fill (it supports credit-card auto-fill as well, which is encrypted just like everything else) - go-and-fill one-click site login (sort of like launchbar/quicksilver, but inside Safari for accounts and websites) - syncs to iPhone app over local Wi-Fi - Very prompt updates and support (beta releases every few days, usually a same-day turnaround if a Safari/OS X update breaks something... the way they handled Snow Leopard's early release was rather brilliant also) Even though I got it for dirt-cheap, I feel it would be easily worth the full purchase price, and had no qualms about upgrading to 3.0.