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I am just wondering which method to take. Should I follow my bliss and not worry about outcomes (play)?
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Everyone has their "own blend" of drive motivation and way to success. That's why there are so many different self help books. There are several different systems and paths. They all say the same thing, but just with different words.
Visualizing is just planning without writing anything down, which is to memorize your plan so much that it becomes part of your subconscious mind, i.e. a habit, basically you have internalize your plan so much that it becomes easy and automatic to make all your decisions along the way.
Visualizing is the top down approach. It is knowing what your destination is, so that along your path to success, as your are forced to make decisions, you recognize that it is a critical decision, and you will make the correct decision to get to your destination, because you know what your destination is.
Also visualization opens your subconscious mind, so that if some opportunity comes up, then you will recognize it as one, whereas if you would not have made a visualization then that opportunity would have been ignored by you. Kinda like the effect of when you get a new car, then you notice that everyone else on the road has that exact same one.
If you are working hard, then that means that you don't know how your current action is linked to your topmost motivational goal, so you have to force yourself to do something that you really don't know why you are doing it.
Whereas if some action is easy, then you know in your mind how it is linked to your top goal, i.e. you have a reason to do it.
Just read them all, take what you like out each of them, and make your own unique system that fits you.
"BECAUSE NOTHING IS REAL " All that means is don't fear anything, don't fear success, don't fear failure. This lessens the stakes to your actions, because nothing is real, so that you will not run into "analysis of paralysis". A barely guided action is better than no action at all.
"Just feel like doing what you love to do and let the rest unfold."
"Doing what you love to do. " That just means the topmost goal in your mind whether you consciously put that in there or not. If you become concious of what your topmost goal is, and you don't like what that is, then you will have to work to define another "love"/topmost goal in your mind, and link all the actions that you do to that goal, so that then you will able to just do what you "love".
But I don't know
"We keep saying these are the stepping stones to where we really want to be which is financially free so we can travel and ski and recreate."
So you want to travel and ski and recreate. So you want to travel somewhere else so that you can enjoy the outdoors there. That just sounds like the "grass is green over there" syndrome.
"Prior to this, I have been an avid outdoors person." You are an outdoors person, and you were able to do that by having a simple life of waiting tables. Now you want to make things all complicated, even though you are happy, just so you can fly somewhere else and enjoy the out doors... ok... but during all the transitions that you are going to have to make, you wont be able to maximize your happiness...sounds like maybe you should make some new friends to make life interesting again.
But that is cool that you want to generate more wealth so that you can help others. You will definably be sacrificing yourself so that you can help others, at least at first it will feel like sacrificing yourself because your are going to have to work hard to burn in new habits into your brain, and all the skills that you are going to have to learn. But then after you have learned all your skills and all your habits, then it will be fun and happy again, but it will take time to get used to thing again.