Yeah I'm not opening crates again, haven't gotten a single item even worth the key. If I buy something it'll be either a skin I want to use or betting material.
Actually bought 4 $2 AKs for that purpose today but couldn't get another bet in, and donating is disabled. Lounge is such damn mess, I'm all for official betting support.
I've spent a TOOOON of money on cases/keys, but also made quite a bit of money off of selling cases for the first couple of weeks after a new operation. But I have gotten quite lucky on some drops. Karambit night (sold for 180$ a year ago. WHY?!). Mehdni MW Statrak (25$ now). Other FN statraks.
I used the 180$ in keys from the karambit purchase. Other than that, I've put in another 100$ probably.
Betting is a much better way of getting skins. It'll take a while if you don't have anything worth money. I started out with the mehndi & a FN Deagle Crimson web, which combined were about 30$. Win three times with that and you get plenty of smaller skins you don't care about that you can use.
Now that I've won a lot, I won't be any skin I would miss. The Victory CZ and the Statrak Mehndi will never be used for a bet now, and I'll make sure and keep two different awp skins. I'm selling 1/2 the skins <$1.00 and using the rest to do weird odds (70:30 odds where it's more like 55:45 imo). This way I don't care if I lose, but I can gain a $1.00 skin that I can use on the other 60:40 matches.
This is a strategy that will probably burn me soon on a 90:10 match where I place 50$...and then I'll be pissed I spent 50$ on it. Luckily the skins won't be missed (the theoretical money will), and I'll start from the 1$ skins again. Hopefully by this point I'll have sold numerous 2-3$ skins and purchased Statrak MW for each weapon, so that I no longer
need to be anything anymore, and can be content with what I have.
Already fine with p250, CZ is good enough for now because the FN/MW skins are crazy expensive, AK is also crazy so I won't worry about it, but m4a1, m4a4, and AWP are doable for Statraks