Quote from Ghost of Cutten:
Only your accountant and the tax man should know. And bimbos when you are travelling away from home, who you are trying to talk into bed for a night. For everyone else, just say you are "doing alright, can't complain". Especially the wife, you never know when your marriage might fail, and it's nice to know she is into you for yourself not your wallet.
Don't invest for people who don't understand markets, they are a fucking nightmare.
Another key point - if you are worth 7-8 figures then you should stop thinking about making lots of money, and focus 80% on preservation of capital. The number of self-made millionaires who go broke or back to middle class is very high. The way they lose it is normally similar, a few main causes:
1. Investment losses. Do not invest in any direct business schemes. They are a lottery, and when they go wrong, which they usually do, you lose 100%. You also get loads of BS and drama when a business goes bust, and sometimes legal problems. No investment is worth getting audited and maybe prosecuted because some other asshole broke the law to try and stop his business failing.
2. Divorce. Unless you got a prenup, you gotta accept you might lose half your assets and your house if you or your wife fuck up. Stay away from those bimbos and sexy secretaries.
3. Lawsuits. Take out gold-plated legal cover. Do business and active trading through a limited liability private company, so if some market disaster hits, or you get sued, you don't lose everything.
4. Addiction. Stay away from drugs, gambling, excessive boozing, promiscuity etc. If you can't, set up a trust and get a trusted person to only give you a limited stipend until your addiction is fixed.
5. Excessive spending. Mike Tyson made almost 1 bill and went broke. Common sense, spend less than you earn. If it flies or floats, rent it.
6. Medical bills. Get a gold-plated policy and keep it up.
7. Hacking/theft etc. Another reason to keep quiet about $$$>
8. Tax problems. Always be conservative in tax reporting, and keep up to date, with a top accountant.
9. Debt. Avoid it, except a low balance credit card to keep up your credit rating, and conservative mortgages on investment property if it makes sense and the value of the real estate is cheap.
You sound like you are fairly sensible, but I can imagine you getting hosed by investing in direct businesses, or getting sued if you are unlucky.