Quote from Algorithm:
First, you're fantasy is very similar to my personal experience. The major issue is experience. Steady as she goes and give yourself plenty of time in the markets. Don't do anything brash or stupid and just keep plugging away at it, gaining experience and time in the market all along.
1. Max out all your contributions to your ROTH first, keep track of all your contributions (you can withdrawal the contributions anytime penalty free as long as the account has been open for 5 years). You should refine your strategies all along and be scaling them up accordingly. KEEP IT SIMPLE! You are developing your bread and butter system. Cash flow is KING!
2. Max out your 401K to the maximum of the company match. Do the best you can within the limits of the plan, BUT GET EVERY PENNY OF THE FREE MONEY FROM THAT MATCH YOU CAN AND LET IT VEST!
3. You need to open up an unrestricted account with a good broker (like IB) and make it grow to at least 50K (bare minimum in my opinion). This is the most important step and will be the true test of you and your strategies. Keep learning all you can as far as options, futures, shorting, etc...
4. KNOW YOUR NUMBER AND HIT IT! Only you and you alone can determine what that number is. Fortunately for me it was much less than 500K due to the fact that I kept my expenses and debt reasonable. My trading style developed well over time and my strategies and comfort in using them have also expanded considerably. I have to remember to KISS as much as possible, but I have my BREAD AND BUTTER cash flow generating system underpinning my strategy.
5. After you hit your number, beef up your main trading account and start to reduce your exposure to REGULAR WORK. For me it was to quit my day job due to the fact that I can make more per hour trading than jumping through the employer's hoops (the employer has since gone bankrupt and all of my past "colleagues" got axed, corporate America ain't going to fund your retirement/future - YOU ARE so do it on your terms).
It can be scary at first, but if you REALLY DO know what's going on it shouldn't be a problem. You will have plenty of cash to make it and still be comfortable with a roof over your head. You should not be pressed by having to make a number every year due to the fact you have already made it to support your lifestyle as you know it. You now simply have to concentrate on making your capital work harder for you. That's the big difference than most of the desperate types that litter this site. You will have had your plan in place well before you enter the markets, and will have chosen to enter on your terms - NOT OUT OF DESPERATION OR NECESSITY!
All the questions:
"I've got 25K, how much can I make with it?"
"I've got 50K, how much do I need to live off?"
"I've got 100K, how much can I realistically make per month with it?"
Blah, blah, blah....
You know the types. The inevitable market losers that aren't in touch with reality but have all the DREAMS. Unfortunately they're mostly pipe dreams and the game is REALLY FUCKING HARD, TAKES LOADS OF TIME, PATIENCE AND TONS OF HARD WORK!
Only you, yourself really knows if you can make it happen. Sounds to me you are getting close to the crossroads of a decision. Take your time and think it out. It ain't easy and doesn't have to happen tomorrow. There's nothing wrong with a regular/steady grind job that's offers the ILLUSION OF STABILITY. To me that could be the riskiest proposition of all in the end.
If you do accept the challenge, check your ego at the door and become your own man making it in the markets; IT'S THE MOST LIBERATING AND REWARDING THING YOU WILL EVER DO AND YOU WILL WANT TO DO IT UNTIL THE DAY YOU TAKE YOUR LAST BREATH!
"All the pleasure was worth all the pain." - The Weather is Here, Wish You Were Beautiful; Jimmy Buffet
Good Luck.