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I think this is a common feeling GTDers get, even the black belts, at times. Here's what I do when my lists start to freak me out.

First, go through all my lists with one purpose: what are those...

Did you all know you can right-click almost anything in Omnifocus and copy as a link? When you paste it elsewhere, it is a hot-link.

One way I use this is to create links to specific items in...

My someday-maybe (SDM) lists probably have 500+ things on them. I cannot possible have just one. I have SDMs for:

- various cities and what I might do when I'm there
- books (separated by fiction...

There is no reason to plan beyond the next action. You don't know what is after that: it is contingent on unknown variables. You can have milestones, and when hit them, you know what is next. E.g., a...

Some of these things might need a place in your system so they show up at a future date, at which time you can decide if they are meaningful or not.

I work from home for the David Allen Company and use my personal Mac for work, and of course, my home is my office. So it's similar to freelancing in some respects.

I have "personal-Mac" and...

Instead of MobileMe, research Swiss Disk. It's a free way to synch Omnifocus among multiple devices (e.g. Mac, iPhone, iPad). I have used it for a year and it's great.

Have you written down everything you still need to purge, and are they projects or someday/maybes? If they are projects do you have desired outcomes and current next actions? Are you reviewing them?...

I travel frequently and simply have a "Travel" folder and keep all ticket and itineraries in it--even trips that are a few months out. I simply know to bring that folder with me on all trips. When...

This is a brilliant explanation of why Omnifocus's complexity is, in fact, necessary.

http://www.gtdtimes.com/2010/04/30/the-psychology-of-omnifocus/

I tried Things for a while and found it to...

Every time I take notes during a call or meeting, afterward, I am almost always astounded at how much uselessness I captured. But there are usually a couple of bits of important stuff. If I have time...

I bought Omnifocus, it confused me, so I bought and used Things. Then I revisited Omnifocus, read the setup guide by DavidCo, and with the proper options, it's not too complicated. I could not manage...

I would not want to clutter my ticklers or someday/maybes for something like that. I would put it in Reference.

I keep virtually no paper records, but I keep lots of digital records. I would label...

My opinion is that you can keep EVERYTHING you possibly want in digital format. Just have a good system for it.

I keep everything digital in an A-Z list, in one folder/directory. I name things in...

What would you like in terms of a calendar and your GTD system?

I use Omnifocus and iCal is my primary calendar (it synchs with my work calendar, which is Notes). Omnifocus syncs with iCal too,...

Most people know a few days or so when they will have a day off, so probably a weekly tickler would be good. I would calendar it as as an all-day event on a recurring-weekly basis (e.g. "do that...

I have a standing desk. I actually stand all day. It took some time getting used to it, but not more than a week.

My energy level is better, and I don't have lower back stiffness any more. I am...

I suggest the approach be to brainstorm. Spend a few minutes jotting down every conceivable location and situation you might be in, where you would need this information to be immediately available....

As a real road warrier who's tried every kind of bag, I have finally found one that totally works for me:
...

Anton,
Look out for a GTDTimes article of mine, which gives an introduction to how to manage sales by applying GTD principles. I don't know when it will be published, though.

Chip