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For guys on this board that are multimillionaires, at what point do you start noticing a serious change in your quality-of-life? It's a little depressing to think how one million dollars is just not that much money these days. I'm wondering at what point your quality-of-life can honestly change. I.e. you quit a crappy job and get a job you really like that doesn't pay as much, take more vacation, etc.
I'm not sure what the definition of "quality-of-life" is, but I'm not much happier now than I was in college with a net worth of maybe $20k. I've never been really unhappy either though.
3 years after starting the business that provides most of my net worth we started hiring employees. I would say that's when I started feeling the weight of the business start coming off my shoulders. At that point my business partner and I started taking bonuses and I quit thinking about every dollar I spent personally and no longer felt like I had to work 80+ hours a week. I average 40 hours a week today, have plenty of discretionary income, and nothing that keeps me awake at night, but I don't look back on those first three years with any kind of remorse.
I think a big part of happiness is having something to look forward to or obtaining a goal. When my wife and I paid off our first house, it felt so good. When we saved up and bought the nice cars we wanted, it felt good. Now we write checks for those things without much emotion. I still daydream about things I can't afford, but they're so unreasonable they don't have as much luster as dreaming of paying off my first house did.
We take more vacations and nicer vacations, but I can't say they're any more enjoyable than our vacations when we were on a budget.
The one thing that still gives me as much satisfaction as it ever has is accomplishment. Working long hours to close an acquisition or sale. Getting a lot of work done in a day. Doing a project around the house. Mostly stuff anyone else can do regardless of financial situation.