The only way to take the next step in your life with your desired goals is to actually make the effort. Yeah, psychedelic, or dissociative drugs can help you dive in to yourself, but if you all ready have issues with yourself, a psychedelic could potentially turn those against you (negative emotional response to thinking about your problems), if you don't let go and become accepting of yourself.
Also, as someone who has social anxiety, and general anxiety, let me just tell you, psychedelic drugs are not going to perform like a miracle drug. They may get you thinking, or put some motivation in your life for the next few days, but really once those psychedelics are out of your system you left up to yourself to do the rest of the work. And by god it is work to get a monkey off your back. It wasn't until this past year that I've finally went 2 consecutive weeks with out any anxiety. Let me tell you, there was not any real significant help from drugs, and in all reality, drugs can put a damper on your progression with trying to alleviate your problems. I mean, I've taken a lot of my experiences, but what actually makes a change is you. I'll admit, my drug use has hurt my social life in certain ways, or well, I hurt myself with irresponsible drug use. Not that I would really consider my drug habits to have had that large of an impact, but it has the potential to create more problems than you began with, especially when you fall back on old habits (dealing with anxiety, or other mental disorder). Keep that in mind if you do choose to get involved with psychotropic substances.
So really, I'd say, you should probably make a few steps in your life before you actually decide to consume a psychedelic substance. In a negative state of mind (whether or not the actually trip was "bad"), the benefits of psychedelic drugs can be non-existent, and potentially dangerous. For one because it can exacerbate pre-existing mental disorders, but one can read to much into the experience, especially when they are trying so hard to find something to believe in, some sort of truth to validate themselves. If you make some progressions in your problems, in your life, even with the smallest little baby steps, you'll start to see the light of possibilities, as well as the confidence in yourself. At this point, I wouldn't necessarily disagree with the thought of consuming a psychedelic, but cognitive behavior therapy is where it all starts, with psychedelics being able to used as tool to keep you motivated, once you put the foundations in.
Man, let me just tell you from my 18-21 years (not sure when it started, but I've had certain lasting problems for as long as I can remember) of dealing with anxiety, ADD/ADHD, etc. Its hard as a motherfucker to break your habits, but once you make yourself feel uncomfortable (taking risks) and acknowledge that you are doing this for yourself, you'll notice that it really wasn't as hard as you've been making it. I am probably not near being finished with trying to make my anxiety officially a part of my past, but I can't fucking believe I was functioning the way I was. I couldn't believe the how silly a lot of the impulsive avoidance tendencies I have are. Yeah, you wont be able to see in the future, so its hard to think that there is light at the end of the tunnel, but man, like i said, take some risks, make yourself uncomfortable and say "fuck it, I'm going to push through this!", and umm... say hi to that chick you've like but never had the balls to go talk to (just a random example, but I know that one of the worst things about my social anxiety was not having the interactions with chicks that I wanted to have).
A little side note, I will say, dissociative drugs, in particular ketamine seem IMO to be more adept at performing "metaprogramming", and you get the added benefits of synaptic plasticity of the NMDA receptors (deals with memory, learning ,etc [just tip of iceberg]), with anti-depressant effects seen in studies to have better efficacy than the anti-depressants on the market, like your SSRI's. Now, I know I should be careful saying this, but I found ketamine to strip away my anxiety/what was left of it. Not saying this will work for you, or anyone else, but while having a lot of my life flowing on a steady positive path, the beneficial effects of k become more pronounced (drugs don't fix problems, they can help get you through your issues with cognitive behavior therapy as the primary source of positive influence)
