I feel like if I am not happy/content with a million dollars … I am probably not going to be happy with 2 or 4 million either. My goal is to generate as sum passive as my expenses (inflation adjusted). There is always the fear of unknown. That being said I would not some more money. My plan is to establish a foundation which provides educational scholarship. There is a reason for my frugality :-)
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Fear Not If You Use Financial Freedom The Right Way

Taxes should be negligible at the low income levels quoted in the article, assuming the income is from qualified dividends and/or long-term capital gains. There will definitely be some unplanned expenses that come up though so I should maybe bump up my “Misc.” category budget a bit more. I plan on using other passive income streams to cover my discretionary spending and hopefully that side income can also be used to cover some of the bigger unplanned expenses, if necessary.
Assuming you are doing pretty well and are happy with your current standard of living, what would you need to maintain your standard of living in retirement? Knowing you are on track to accumulate a nest egg to support that lifestyle is a big win. Gold medals go to those who have accumulated enough assets, or passive income streams, to be in a position to retire well.
Age and existing wealth or current salary don't matter – if someone can generate enough income to meet their needs from sources other than their primary occupation, they have achieved financial independence. If a 25-year-old has $100 in expenses per month, and assets that generate $101 or more per month, they have achieved financial independence, and they are now free to spend their time doing the thing they enjoy without needing to work a regular job to pay their bills. If, on the other hand, a 50-year-old earns $1,000,000 a month but has expenses that equal more than that per month, they are not financially independent because they still have to earn the difference each month just to make all their payments. However, the effects of inflation must be considered. If a person needs $100/month for living expenses today, they will need $105/month next year and $110.25/month the following year to support the same lifestyle, assuming a 5% annual inflation rate. Therefore, if the person in the above example obtains their passive income from a perpetuity, there will be a time when they lose their financial independence because of inflation.
Since I am so close, I won’t ask for more money or be aggressive because I don’t to jeopardize my retirement at 55. Losing 31K less pension plus 8K for medical is a total loss of 39K passive income. It takes $975,000 at 4% to generate 39K. With a better pension of 70K instead of 39K means that both pensions of 132K (70K+52K) will more than cover expenses. Then we can stop buying munis and that 2M of principle can be used to buy a decent place in Hawaii if we choose to. Wife said NO to buying so I have to work on her.

The author is opposed to charging a fee for assets under management (AUM). For a lot of beginning investors, AUM doesn’t work because they don’t have enough in assets. He makes the point that the manager will make money even if the assets go down. True. But the manager’s incentives are lined up with yours: the more your money grows, the more they get paid. That’s not necessarily the case with other way that fees are charged.