Wow dude this is a really articulate post. Especially that last sentence. Very well said. Rep for you.
How did you return worn shoes?
When I ask myself why I got back into this expensive habit of buying sneakers, I know the answer.... there's lots of money to be made in this culture as a reseller ). I think you should downsize your collection to the shoes you like and know you're going to wear. I have about 30-40 pairs and I wear every single one of them. To me, I see shoes as an investment. If I sell them, that money is going to be spent on something else, since I already have a hard time saving. I'm keeping my grails because I know they're only going to increase in value. I sold off most of my jays since they get retro'd and tend to lose value for that reason. Maybe you should stick to buying collabs since they only release once; therefore, there's a higher chance of the value going up. 
I'm 22 and I got into the game in 2004 when I was 12 years old... I lurked around NT for 2 years until I finally decided to make an account. My last 2 years of high school and first 2 years of college, I didn't really buy too many sneakers since I spent a lot of my time partying and studying. However the last year and a half, i've probably purchased over 30-40 pairs. And i'm constantly browsing at shoes, It's pretty bad
OP, Do you want to sell your collection for the extra cash? If so, just sell the pairs you're least attached to. Or are you looking to sell your collection to end this expensive habit? If so, imo you shouldn't get rid of your whole collection, you just need to start developing healthier habits like not browsing at shoes in your free time (like i do
What i'm trying to say is you don't have to get rid of all your sneakers to move on with your life. But I guess only you know what's best for you brotha, just remember there are other alternatives.
