Need help with the psychology of investing: past failures and future fears
You're being too hard on yourself. You've managed to save quite a bit, which is more than most people ever do. You're in a wonderful position, actually -- you have savings and time! You don't mention how long you want/need to continue working, but I'll assume 20 years or so? You don't have to invest it all at once. Like Pete B says, index funds (just read what Mr. Buffett said in recent news: he'd tell his widow to invest in the S&P 500 Index and not Berkshire Hathaway!) should be a decent percentage. You can also pick a target fund from any of the major investment firms (fees are higher than an Index, but it will take care of any asset allocation decisions). Put some in each. Also look at retirement accounts to take advantage of tax-deferred or tax-free growth, but that's another question and country-specific. In any case, don't even blink when the market goes down. And it will go down. If you're still working, earning, and saving, it'll just be another opportunity to buy more at lower prices. As for the house, no reason you can't invest and save for a house. Invest some for the long term and set aside the rest for the house in 1-5 years. If you don't think you'll ever really buy the house, though, invest the majority of it for the long-term: I have a feeling from the tone of your question that you tend to put off the big financial decisions. So if you won't really buy the house, just admit it to yourself now! I would read any and all of the John Bogle books.  Essentially:  We know the market will rise and fall.  We just don't know when specifically.   For the most part it is impossible to time the market. He would advocate an asset allocation approach to investing.  So much to bonds, tbills, S&P500 index, NASDAQ index.  In your case you could start out with 10% of your portfolio each in S&P500 and NASDAQ.  Had you done that, you would have achieved growth of 17% and 27% respectively.  The growth on either one of those funds would have probably dwarfed the growth on the entire rest of your portfolio.  BTW 2013 and 2014 were also very good years, with 2015 being mostly flat. In the past you have avoided risk in the market to achieve the detrimental effects of inflation and stagnant money.  Don't make the same mistakes going forward. As an investor you must remember to forgive yourself. However, you must not only forgive but make it up to yourself by putting in the hours of study necessary to ensure that what you are forgiving yourself for will not happen again. Studying (finance, fundamental analysis, statistics, etc.)will also help you to worry less. Once you have put in the hours of study necessary, you can turn to any of a number of still relatively conservative strategies, such as seeking out undervalued blue-chip stocks to purchase or selling covered call options. Good luck.
Crony capitalism isn't capitalism.  It is basically a case where the government turns a blind eye to wealthy individuals breaking the law, or is even complicit in giving away taxpayer money in the form of no-bid contracts.  This is much more prevalent in China's state-sponsored capitalism.  Their system is textbook crony capitalism.  We still have it but to a lesser degree.  Don't blame capitalism for the government's failure.  Crony capitalism absolutely requires a complicit strong central government in order to flourish.    And there is a difference between the  suburbs around Las Vegas and Chinese ghost cities.  The Las Vegas suburbs were at least built with buyers in mind, even though this turned out to be a mistake.  It was a mistake on the part of a few individuals.  Absolutely a mis-allocation of capital, and I didn't mean to imply that capitalism is perfectly efficient in allocating capital.  But the Chinese ghost cities are a centrally planned project made for the intention of moving rural Chinese people into them in future 5-year plans.  Whether that turns out to be a good investment has yet to be seen, but it seems like it will involve moving lots of people against their will.  But does it not make more sense to gradually build up a city according to what is currently needed, as capitalism tries to do, rather than spend lots of money building an entire city, much of which may never be needed?  There are so many imbalances brewing under the surface in China, it seems like only a matter of time before they all come to a head. "Former financial analyst here, happy to help you. First off, you are right to not be entirely trusting of advisors and attorneys. They are usually trustworthy, but not always. And when you are new to this, the untrustworthy ones have a habit of reaching you first - you're their target market. I'll give you a little breakdown of how to plan, and a starting investment. First, figure out your future expenses. A LOT of that money may go to medical bills or associated care - don't forget the costs of modifications and customizations to items so you can have a better quality of life. Cars can be retrofit to assist you with a wheelchair, you can build a chair lift into a staircase, things like that which will be important for mobility - all depending on the lingering medical conditions. Mobility and independence will be critically important for you. Your past expenses are the best predictor of future expenses, so filter out the one-time legal and medical costs and use those to predict. Second, for investing there is a simple route to get into the stock market, and hopefully you will hear it a lot: Exchange Traded Funds (ETFs). You'll hear ""The S&P 500 increased by 80 points today..."" on the news; the S&P is a combination of 500 different stocks and is used to gauge the market overall. You can buy an exchange traded fund as a stock, and it's an investment in all those components. There's an ETF for almost anything, but the most popular ones are for those big indexes. I would suggest putting a few hundred thousand into an S&P 500 indexed ETF (do it at maybe $10,000 per month, so you spread the money out and ensure you don't buy at a market peak), and then let it sit there for many years. You can buy stocks through online brokerages like Scottrade or ETrade, and they make it fairly easy - they even have local offices that you can visit for help. Stocks are the easiest way to invest. Once you've done this, you can also open a IRA (a type of retirement account with special tax benefits) and contribute several thousand dollars to it per year. I'll be happy to give more advice if/when you need it, but there are a number of good books for beginning investors that can explain it better than I. I would suggest that you avoid real estate, especially if you expect to move overseas, as it is significantly more complicated and has maintenance costs and taxes." "The stock market may not grow ""forever"". There will be growth in the stock market, though. The stock market is a positive-sum game, since it is driven in large part by the profits earned by the companies. This doesn't mean that any individual stock will go up forever, it doesn't mean that any given index will go up forever, and it doesn't mean there won't be periods when the market as a whole drops. But it is reasonable to expect that long-term investing in the market as a whole will continue to return profits that reflect the success of companies invested in. Historically, that return has averaged about 8%; future results may be different and exact results will depend on exactly when and how you invest. Re ""what about Japan, which has been flat over 30 years"": Market being flat doesn't mean individual companies may not be growing strongly. Picking stocks may become more important, and we might need to relearn to focus on dividends rather than being so monomaniacal about growth (dividends are not reflected in the indices, please note), but there will be money to be made. How much, and how much effort is required to get it, and whether the market offers the best available bets, deponent sayeth not. Past results are no guarantee of future returns, and your results may be better or worse than average. You should be diversified into bonds and such anyway, rather than only in the stock market." "It's amusing that despite all the evidence that ""you can't time the market"", everyone still wants to try.  Of course I understand your fear.  If you invest all your money in the stock market today and it suddenly falls tomorrow you will feel very bad.  There are a few things you can do to reduce your risk with respect to timing, however: Don't plop all your money down on the same day.  Invest in the market over time, perhaps a few hundred dollars per month worth (depending on your appetite).  This averages your purchase cost to ensure you aren't buying at the time when prices are highest.  The down side is of course that if you leave cash sitting around, you might also not be buying when the prices are lowest either and will probably miss out on some gains.  Still, if risk is your concern, this is a sound strategy. Invest in various markets overseas.  This will expose you to some currency risk, but lower your timing risk, as even with globalization markets don't rise and fall in tandem.   Even with both of the above, you can still be just plain unlucky (or lucky).  I would recommend that you invest only money that you don't need to take out in the near future (in order to reduce the chance that the money will have lost value since you put it in!), and that you don't watch the markets since it makes a lot of people nervous and tends to prod them into doing exactly the wrong thing at exactly the wrong time." Those are some very broad questions and I don't think I can answer them completely, but I will add what I can. Barron's Finance and Investment Handbook is the best reference book I have found. It provides a basic description/definition for every type of investment available. It covers stocks, preferred stocks, various forms of bonds as well as mortgage pools and other exotic instruments. It has a comprehensive dictionary of finance terms as well. I would definitely recommend getting it.  The question about how people invest today is a huge one. There are people who simply put a monthly amount into a mutual fund and simply do that until retirement on one side and professional day traders who move in and out of stocks or commodities on a daily basis on the other. This is dumb on many levels.  First are they really trying to blame the Flash Crash for investors leaving the market. It's 2014 and they claim in 17 of 25 months since the 2010 crash investors have withdrawn (not really sure what this means either, since shares don't disappear- does this just mean the market is up? It's unclear). Either way the article quoted is from 2012! And for a research team creating an empirical model, this is a very scary usage of small sample size,  mistaking correlation for causation,  etc.  And the algo,  though they don't give much info,  seems to be the very essence of data mining. Pick a million signals and filter on those that are empirically the best.  If you are an individual investor or a small fund thinking of purchasing something like this,  first consider: if it really worked, why are the founders selling it when they could just use it themselves and profit from it? It's almost guaranteed not to work out of sample Those are the three books that were considered fundamental at my university: Investments - Zvi Bodie (Author), Alex Kane (Author), Alan Marcus (Author), Stylianos Perrakis (Author), Peter Ryan (Author) This book covers the basics of financial markets. It explains how markets work, general investing principles, basic risk notions, various types of financial instruments and their characteristics and portfolio management principles. Futures and Options markets - John C. Hull This book goes more in depth into derivatives valuation and the less common / more complex instruments. The Handbook of Fixed Income Securities This books covers fixed income securities. In all cases, they are not specifically math-oriented but they do not shy away from it when it is called for. I have read the first and the other two were recommended by professors / friends now working in financial markets. "Consultant, I commend you for thinking about your financial future at such an early age. Warren Buffet, arguably the most successful investor ever lived, and the best known student of Ben Graham has a very simple advice for non-professional investors:  ""Put 10% of the cash in short-term government bonds and 90% in a very low-cost S&P 500 index fund. (I suggest Vanguard’s.)"" This quote is from his 2013 letter to shareholders. Source: http://www.berkshirehathaway.com/letters/2013ltr.pdf Buffet's annual letters to shareholders are the wealth of useful and practical wisdom for building one's financial future. The logic behind his advice is that most investors cannot consistently pick stock ""winners"", additionally, they are not able to predict timing of the market; hence, one has to simply stay in the market, and win over in the long run."