I tidy as I go, now.
Years ago, when still quite young, I disposed of old love letters. private letters from friends and family quite regularly, as I didn't care for the thought of other people reading what was after all a private correspondance between me and a good friend.
My parents left behind them apart from the things they had actually used or that had a sentimental value for them, a vast quantity of things that they either had completely forgotten they had, or had not been able to find for years, as they never tidied up, or things they knew were there (in the attic) but that they "hadn't got round to attending to". They had even moved house with all this junk, paying far more for the removal than they would have needed to, if they had gone through stuff beforehand.
My maternal aunt, on the other hand, had disposed of all her old love letters etc. clearly labelled family letters and photos she felt my sister and I should have the chance to see and just as clearly stated that we were under no obligation to keep these things.
Reaching the age where she no longer could mount five flights of steep stairs to the attics above the flat she lived in, she asked my niece and her husband to clear that attic for her, which they did.
You can all guess, can't you, whose estate was easiest to deal with?
So I regularly ask myself if there is any point in keeping this, irrespective of what this is, but based on whether I need, want or even actually see it any more. If the answer to any of these questions is no, the thing is disposed of.
I agree Monica, the thing can be carried too far. I still want "my" things around me and not to live in a home that feels like a waiting-room!