The basics are always important, and the best basic book is Dave Ramsey’s book Total Money Makeover. Not directly about investing, but puts everything into a very logical steps that do work. My only real problem with Ramsey is that he seems to come from a position of fear about debt, but he is still 95% right.
I do like the Rich Dad Poor Dad book, but it seems more about concepts then hard reality. Similar to what a previous person said the book is about a guy who grew up with a real father who knew nothing about debt, and a mentor father like figure who wasn’t a Democrat, so knew something about money. (That should rile a few of you up.)
Motley fool is a great place to learn also. It may be gimmicky on the surface, but they just take the fundamentals and put them in a different light. Their 13 steps to investing foolishly is good, and free.
The best time to begin investing is asap. Anyone who knows anything about compound interest understands the sooner the better.
Low interest / low risk investments are actually worse then you think. This is investing through fear, kind of like lifting only those light pink dumbbells because they are safe. You will lose more money by being safe then by taking on intelligent risk.
It doesn’t hurt to start off with something like a money market mutual fund, which pays about the same as a CD with less strings attached, to build up an emergency fund.
Many people here could be making 18 - 21%, or even more tax-free just by paying down their credit cards. This is one of the first places to put money. And don’t run those cards back up either.
Now while it is bad to only invest in extremely low risk low return securities, it is worse to invest in something you don’t understand. If you do not know why you should invest in something, you are not ready to invest.
Also avoid anyone’s advice about hot stocks. There are professionals who work 40+ hours a week, spend millions on research, and I guarantee are way ahead in this game, so if the hot stock is more then gossip, by the time you hear about it, it’s old news to the pros. So the small investor needs to invest differently then they do, and ignore those hot stock tips. There are plenty of ways the small investor can make money that are not available to the big investor.
One way people make money is when an S&P 500 firm spins off a division. When a division is spun off, the new company is most likely not part of the S&P 500, so any S&P 500 mutual fund must sell this stock, temporarily depressing the price. Many people will short the stock and make money off the probable drop in price. Again you need to know what you are doing.
The best thing to do is read everything you can on the subject.