Wulfen,
I'd say the best approach would be one which is a gradual progression from one career to the next. Don't immediately quit your job, but put alot of after hours work into coaching, and slowly tone down the amount you work. As soon as you make enough money coaching, then all you have to do is say 'I quit.'
For example, if you have a 9am-5pm, 40 hours a week job like the majority, perhaps start taking one day off every month, then make it into every fortnight, then every week, then 2 days a week and so on.
Best of luck
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