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I don't know what to say about your story. It sounds like a disaster waiting to happen, but hey he's up, right? I wouldn't emulate him, though. If you can't win consistently small, then you can't win consistently big. You're going to get alot of answers to your question about how long. Understand that there are alot of ways to measure that. I, personally, played years of small losses. Typical "break even" poker where I didn't really break even but played so few hands it felt that way.
Now I can play 20,000 -30,000 hands/month and I know I'll win. How much is always a guess. But I know I'll win.
However, that comes from alot of things:
1. I put together a game I can depend on. That's good.
2. I developed the discipline to play that game as close to 100% of the time as I can.
3. I don't throw good money after bad (BR management? Some who know my BR management would argue, so let's say Money management.)
4. I have psychological tools that keep me from totally imploding. (like expectation management, relaxation exercises, etc.)
So there's alot to being a long term, consistent winner. The key word is "consistent". If you aren't consistent then nothing else can be.
The good news is all yo uhave to do is dedicate yourself to mastering poker. Take one type of game SnG, ring, limit, whatever. And take your time. learn what works and what doesn't, record your results. Become a Scientist about poker. Follow PROCEDURES measure RESULTS know that it takes a long time.
Think about cards, about money, about your mental state, about observation, about deception, about everything you can think of and read about. And know that if you SIMPLY DO THAT over a long CONSISTENT period of time you can't help but be a winning player.
If, on the other hand, you get bored, flip flop flap around from game to game, follow the latest trick, spend more time thinking about your BR than about cards, get arrogant everytime you have a big win and depressed everytime you lose, create unrealistic expectations, etc. Then you'll just be another frustrated guy who "plays poker". "yea I play poker"
I think you can do good. You're in the right place and asking the right questions. Just a little patience problem. Tell youself that time = money. The more time it takes, the more time you put into it the more money you'll make over your lifetime. The faster you do it now, the quicker you flame out. So be patient and you'll never flame out.
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