ESharpe
...I have found project planning software too complex/detailed for my needs...
+1
I've had MS Project and a number of other PM software apps that I've had to use in the past, and, for my purposes, they were all WAY too complicated. I would take a look at some GTD (Getting Things Done) solutions. Be careful, though. A lot of the GTD apps that come back in a Google search are little more than glorified To-Do lists. I wasted my money on a couple of them; great for what they are, but useless for my purposes. I needed more than "What". I also needed "Who", "When", "Where", "Which" (as in: which client), and sometimes "How Much" and/or "Why".
So, I made of 2-part list of my requirements (the "must-haves" and the "nice-to-haves")...and struck out, but that was about 10 years ago, when I was still busting my butt for someone else. Now? I could use the discipline of GTD, but am still enjoying not having to go to work every day.