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Also, here's a couple of big differences I've noticed in my workflow now that I'm working this way.

Now I check my calendar FIRST to see what I have to do. Then, when I find free time, then I check OmniFocus to see what I can do in the context that I'm in.

Given the costume project in the first post. Let's say that I really don't have the free time to squeeze in making the costume between everything else. I would talk to my wife and kids and plan time(s) that we can work on the costume. We would use our calendars to figure out when we are free. Then, I would create event(s) called 'Work on Girl Scout costume' in iCal. When the time for the appointment(s) came, I would go to OmniFocus to see what we needed to do.