One of the most tedious tasks on Windows (and any other platform) is the tracking of updated programs. SUMo, the Software Update Monitor aims to solve this problem. After installing, it creates an (initial) list of installed programs on your system and then prompts the user if there are updated versions available.
While this does only work with software that has version information stored in the executable file, it works pretty well for most “mainstream” software and some exotic tools as well.
According to imgriff, the software is actually based on crowdsourcing: The more people use it, the better it gets at recognizing (new) software.
I just ran it and it showed me a whopping 29 updates for software I use more or less regularly. Not too bad.