^^ What do you mean? Why don't you think you have a good handle on your mind? Just because of your bad experience w/cannabis? Psychedelics are very different -- although most people would say if you can't handle MJ, you have no business tripping on "true" psychedelics. But who knows.
I tripped alone my first time. I had no one I felt comfortable asking to be a trip sitter, and so I started with very low doses so that I became gradually used to the effects of a psychedelic. By the time I worked up to my first +++ experience, I knew what to expect and could take care of myself. It was great.
Since then there have been times I tripped alone and done stupid things, but I've never hurt myself or done anything I regretted for very long. In the early days I (almost) always stayed at home where I knew I was safe and would not be hit by a bus or get in a fight or something. With experience I feel more comfortable venturing out while tripping.
The one real downside to tripping alone when you're inexperienced is that it is very hard to recover from a bad trip by yourself. Once a trip starts to go bad, if you're alone, it is very likely to stay bad, or get worse.

Experience helps this a lot, but my first few bad trips by myself were really miserable.
Of course I am not saying anyone else will have success tripping alone, but it is certainly possible.