Hope no one minds me jumping in in the middle, so to speak. 
I turned 60 this year, and am making some major and long-overdue changes, and one of those was a resolution to get control of the contents of my house. This summer, I decided on two guiding principles: First, that someday my D is going to have to deal with every single item in this place, and so the first question I ask about any item is “Do I want to force her to decide what to do with this someday?” Second, that the stuff has piled up day by day, item by item, and that it is going out the same way it came in. So rather than a series of big cleanouts, I’ve incorporated it into my daily life.
I decided to start with the two biggest problem areas, the office and our bedroom where stuff tends to go and never come out. So every single day since August I have been doing the following:
- Get rid of one item of clothing/accessory/jewelry.
- Get rid of one other visible item cluttering up the bedroom.
- Get rid of one visible item in the office.
- Go through one file in the file cabinet and purge as much as possible.
When I’m done with the file cabinet, I’ll turn my attention to the drawers and shelves, one at a time. When I’m done with items 1 and 2, I’ll turn my attention to the linen closet and then the coat closet. Etc.
Sometimes I’ll get rid of, say, 3 shirts instead of one, or go through two files instead of one. But I’m steadfastly resisting the occasional temptation to purge an entire file cabinet drawer at a sitting, for example. The biggest risk I have is burnout. That’s the one thing that will stop me dead in my tracks, probably forever.
Most days, it takes 10 minutes, if that. It seems like a ridiculously silly way to clean out 35 years worth of stuff, but it’s working for me. In the past week, both the dresser and nightstand got cleared, and that felt like a huge victory. The file cabinet is about 2/3 done, and the more I do, the easier it is to file papers lying on the desk and elsewhere. So the whole thing is not overwhelming at all, but I’ve reached the stage where it is reinforcing.
It’s also liberating, and the thought process is starting to carry over to other rooms where I’m not yet “officially” decluttering. If I open the kitchen utensil drawer and happen to see a gadget that I haven’t used in 10 years, I’ll just take it right to the Goodwill bag. No agonizing decision-making, and especially no “I might need it someday.” That phrase might be the most important thing I’m purging!
My Goodwill bag for tomorrow is sitting by the front door, as one usually is on Friday night. Tonight, it’s mostly filled with fabric. I opened a big Rubbermaid box and found all this fabric and a few patterns, scraps, spools of thread, and I remembered something I haven’t thought about in years: D’s “I’m going to be a fashion designer” phase. And this is where my thinking is starting to change: Instead of “I’d better keep this in case she wants it someday” I thought “She’s no longer a seamstress, and she’s been away from home for 6 years and never once mentioned it, so let’s find a new home for it.”
It’s going to take a couple of years, at least, but that’s OK. Steady progress is what works best for me, and my house is getting a little better every day.