Back in the 90's, something similar was done at some of the telecom startups (Cascade, etc.). I've personally made (and lost!) a fair bit of money in the stock

Back in the 90's, something similar was done at some of the telecom startups (Cascade, etc.). I've personally made (and lost!) a fair bit of money in the stock market. Here is my "best advice" find a competent wealth manager. This may take some time, and it will likely be a 2-way interview (ie: they will be interviewing YOU as well, if their client select criteria is simply "write me a check", then move on). Managing a decent sized lump of money, and your estate at large, is a rather complex endeavor. Proper wealth managers (I happen to go through someone at UBS) will have access to data streams and investments that you as an "end user" will simply not be able to reasonably gain access to. I keep a bit of money on the side to "play with" in the stock market. But trying to manage 100% of my portfolio on my own would be (IMO, obviously) a less than optimal move. Keep in mind you don't need to be "rich" either, often times you can open an account effectively with as little as $50K or $100K. Not chump change, but you don't need to be an *airre either.