Still clearing! So far we've removed things that don't fit, things that are the wrong season and things that needed fixing (I hope your cupboard isn't bare).
Two more passes and you will have a wardrobe with only things that you can wear and like to wear!
First pass isn't too hard - anything that's just worn out. Stretched necklines or cuffs, baggy elbows, saggy knees or bottoms, bobbled fabric (pet hate of mine - no more acrylic for me..). Let it go! You've had your moneysworth - no need to get the last gasp out of everything. No need to relegate it to gardening/painting either if you've already got plenty in that category like me. Recycle bin.
Take a good look at what's left. And ask if there is anything in there you simply dislike.
This is a hard one for me. I think - but it's perfectly good/I paid good money for it/it was a present from..../so and so made it for me/it's too wasteful to get rid of it, and so on, and on.
Then I remember the reason for this clearout is to have only things I really like to wear.
I can - Keep it as a memento (just not in the wardrobe)
Pass it on to someone I think would want it
I forgive myself and move on.
Feels even better if you can donate it where it's useful. Here are some links to charities which can make really good use of your quality items. The first two help outfit people who are going to job interviews, and the last is a very efficient service to make it as easy as possible for you to donate to a whole range of charites. I'm sure other countries will have equivalent sites.