I'm a complete loser, the only time I ever went out was six months ago with my brother because he felt sorry for me. I have no friends and no experience with women. I've been considering going out every night for a thousand nights, not necessarily consecutively though.

At least 6 days a week, with an extra day off every two weeks. A minimum of two hours every night of approaching/learning to destroy that attitude of scarcity. Most likely most nights would be going out alone until I can build connections with some regulars.

I would give a few training nights before I got started for real.

Any serious disadvantages as to why I shouldn't do this?