I guess it really all just boils down to how badly you want to progress. Being willing to eat shit is a huge step. I'm not mid 20s yet but I've recently started skating a lot with a 27 year old buddy and he is pushing it super hard. Mid 20s is not that old yet, sure you get sore faster and you can't skate as much as when you were a little energetic skate bunny but you can definitely still take slams. We all just have one life and I guess we decide what we do with it, when you go to the skatepark are you gonna spend all your time doing tricks you normally do (like I did before I started skating with this guy) or are you just gonna say 'fuck it,' and send it?
There are definitely comfort zones in skateboarding, and it's so easy to stay in them because it feels fun and easy doing tricks we already know how to do. But that feeling doesn't last forever like I'm sure you know, some day you're just gonna think that it's getting stale and you wish you could do something else. Just expand on what you already know, and do whatever you haven't done before that you feel like you could do.
But yeah I'm 23 soon and thought I was growing old already at some point, but skating with different people older than I am and seeing them take slams and rolling away afterwards just going for it is really inspiring. I guess skating with different people would help as well. I used to skate with a crew much older (mid 30s to 40s) and I didn't really learn much because I was just doing the same shit over again and they were progressing but on tricks I already knew how to do. I heard somewhere that skating with people better than you is a big help in your own progression and it's so true. I'm still a pussy, but I go for it more often than I used to.