GridIron Software is a local Ottawa company who's coming out with a pretty cool product. It's called Flow and it's essentially an application to track your workflow. I had a chance a couple months ago to get a sneak peek at what they were working on and I'm pretty sure I had a smile on my face the entire time they were showing me what it can do. It's impressive how unobtrusive it is. There's no need to enter in data manually; it tracks everything for you.
A quick disclosure: I'm doing some work for GridIron but I still honestly think this is a great application.
One of my favourite features is the asset tracking across multiple programs. Without any intervention from the designer, Flow will detect copy/paste and import functions from application to application. That means it can tell that you've created a vector in Illustrator, imported it into Photoshop, and then exported it to JPG and added it to an HTML file.
Flow has a browser application that creates a flowchart demonstrating how all the files are connected.
Another nice feature is the ability to track how much time was spent working on a particular file or on a project as a whole. This actually fits quite nicely with how I used to determine how much time was spent on a project. I've often gone through my email and phone logs to see which project I was working on at any given time. Timesheets have always been a hassle and this would definitely help me get a more accurate view of where my time is being spent.
I like how it'll automatically version the files that you are working on and even tracks when you do Save As. You'll be able to configure how far back a file is versioned so as not to eat up your entire hard drive (although considering I barely use 20% of my drive now, I'm not overly concerned). It creates thumbnails of each version, letting you quickly eyeball changes from version to version. It'll even track files on network drives or on removable storage.
Unfortunately, the current web site and the few screen shots it offers doesn't do the application justice. They're taking names for the beta program (like any good Web 2.0 site). They're currently at MacWorld, so if you plan to be there, go check them out. In the meantime, check out the features.