I used to just go by how cool the skin looked, and I made some pretty bad trades early on. What helped was learning how to evaluate skins beyond just looks — like knowing which wear levels are more desirable and how some patterns are rare despite having the same name. I came across a resource while researching float value that really helped me get smarter with trades. It basically lets you Explore, Trade, and Master the Art of CS2 Skins while giving actual context behind why things are priced the way they are — it’s all here:
https://dmarket.com/cs2-wiki/. After reading through it, I built a basic system for evaluating trades and haven’t regretted one since.