I struggle with this as well, from double checking the bags, to checking them again at the curb.

I'm worried about throwing something valuable or important out. I've spoken to my psychologist about this and she gave me a few things to think about.

First: I'm a careful person - chances are I haven't thrown anything out mistakenly. It's hard, but it helps repeating this thought.

Second: Even if something got thrown out in error - I can probably do without it or it can be replaced. I fixate on this a lot so I keep good tabs on purse/wallet/jewelry while I'm cleaning by moving them to a very safe space.

Third: If I think I tossed something with sensitive info: What are the odds that someone would see it/use it, etc. (But a shredder can help with that too.)

For me, sometimes the above is still not enough. In those cases, I have my husband sit with me while I clean or sort. That gives me some reassurance. Maybe you have a trusted friend or family member that canhelp?

Also, is there somewhere you can take the bags where you won't be able to check them? (Like a locked dumpster) It will feel really uncomfortable, but it would be exposure and you can repeat the reassurances that you sorted things correctly. I'd only do this if you feel strong enough to sit in that uncomfortable anxious feeling.

If you are struggling with items having luck or a magical value (I do that too), that's trickier for me. I have to repeat that "it's not lucky, it's my ocd".

This is just my experience, I'm not a Dr.

You can do it! Don't be too hard on yourself. If you have to ask for help to get something done it's still progress. If you only clear some of your room that's still progress. Good luck.