Alex, it's like you read my mind. Great post!
Thanks. I've spent a lot of time thinking about this over the years. In many ways this is as important as actually thinking about the specific strategies to get rich.
I agree that most people who say 'I want financial freedom' really have no idea what it means. All they are really thinking about is 'I don't want to work because I don’t like my job'. They have no idea what they would actually do if they had enough money not to have to work. But then most people are never going to achieve this anyway, so we can just let them bleat away. We, as investors, actually have the means to achieve it.
Not having to work is actually a very difficult situation in that you have to find things to do. At work you may not like what you’re doing but at least you have things to do. I change jobs every 2-3 years, and each time I take time off in between. I usually spend the first couple of days doing all the chores I didn’t have time to do before, but after that I find myself running out of things to do. It takes a little while before I settle into a routine: doing chores, reading, meeting friends, etc.
‘Retirement’ (that is, freedom from a job) has to be planned for carefully. Otherwise you’re going to go nuts and end up wasting what is a great opportunity.
A good exercise is to describe what your day might look like when you have as much money as you want. Then re-read what you've described and ask yourself if you can repeat that day in day out. For example, you might say 'sail around the world' but can you honestly live out of a suitcase for the rest of your life? I just did it for about 2 months: it becomes mentally tough, though maybe if I had more money it would be better?
Personally, my own 'day in the life of the rich jobless Alex' includes spending time with my wife, kids, family, friends, pets, reading, watching TV, enjoying my hobbies, with some time thrown in for managing the investments. I’m thinking about various systems to make sure that I can keep on top of things (and read reports from my assistant who will do all the boring work of filing and opening mail) when I'm renting that palazzo in Milan for the summer, for example, or when I'm shuttling between my mansion on the Gold Coast and the CBD penthouse in Sydney.
As always, preparation is key. We prepare so that we have the money to buy a property when a good deal comes our way. Similarly, we have to prepare things to do so that when we have the money and time, we know how to deal with it.
Alex