Is SIPC coverage on cash as strong as FDIC?
For cash, SIPC insurance is similar to FDIC insurance. Your losses are not covered, but you're covered in case of fraud. Since your cash is supposed to be in a trust account and not commingled with brokerage's funds, in case of bankruptcy you would still have your cash unless there was fraud.
FDIC insurance only protects certain funds, and is not meant to protect against losses in the market, or to guarantee every investment you might make. Generally, the only accounts that will be FDIC insured are savings, checking, money market and CDs. To store $1 milion in a bank with full FDIC insurance currently requires 4 separate bank accounts, each at 250k.  It's not that difficult, particularly if you are married and your spouse can have 2 in his/her name.  (This is dependent on the FDIC limit; they raised it to 250k after the 2008 crash). "As you've observed, when you're dealing with that amount of money, you're going to have to give up FDIC guarantees. That means that keeping the money in a bank account carries some risk with it: if that particular bank goes bust, you could lose most of your money. There are a few options to stretch the FDIC limit such as CDARS, but likely can't handle your hypothetical $800 million. So, what's a lucky winner to do? There are a few options, including treasury securities, money market funds, and more general capital investments such as stocks and bonds. Which one(s) are best depend on what your goals are, and what kind of risks you find acceptable. Money in the bank has two defining characteristics: its value is very stable, and it is liquid (meaning you can spend it very easily, whenever you want, without incurring costs). Treasury securities and money market funds each focus on one of these characteristics. A treasury security is a piece of paper (or really, an electronic record) saying that the US Federal Government owes you money and when they will pay it back. They are very secure in that the government has never missed a payment, and will move heaven and earth to make sure they won't miss one in the future (even taking into account recent political history). You can buy and sell them on an open market, either through a broker or directly on the Treasury's website. The major downside of these compared to a bank account is that they're not as liquid as cash: you own specific amounts of specific kinds of securities, not just some number of dollars in an account. The government will pay you guaranteed cash on specified dates; if you need cash on different dates, you will need to sell the securities in the open market and the price will be subject to market fluctuations. The other ""cash-like"" option is money market funds. These are a type of mutual fund offered by financial companies. These funds take your money and spread it out over a wide variety of very low risk, very short term investments, with the goal of ensuring that the full value will never go down and is available at any time. They are very liquid: you can typically transfer cash quickly and easily to a normal bank account, write checks directly, and sometimes even use ""online bill pay""-like features. They have a very good track record for stability, too, but no one is guaranteeing them against something going terribly wrong. They are lower risk than a (non-FDIC-insured) bank account, since the investments are spread out across many institutions. Beyond those two somewhat ""cash-like"" options, there are of course other, more general investments such as stocks, bonds, and real estate. These other options trade away some degree of stability, liquidity, or both, in exchange for better expected returns." A market crash won't affect your cash held with your broker - however if the broker defaults (goes bankrupt), you may lose some or all of that cash. If you read the customer agreement that you signed when opening the account, it's very likely that there's a clause that stipulates that under certain circumstances, the broker has the right to use your cash and/or your positions without notice. If the broker default you may not be able to recover the assets they've been using. As an example, look at clause 14 of the Interactive Brokers US customer agreement. This is a fairly standard clause. Depending on your jurisdiction, you may have a partial or full legal protection against such an event (e.g. the SIPC protection for US-based brokers which would apply to you if your broker is IB LLC, even if you are not a US resident/citizen). You're getting confused between several different things. 10K - cash transactions over $10,000 are reported to FinCEN under BSA. This is to prevent money laundering. IRS - IRS wants to see your tax return with all your income reported there. They don't see your bank deposits unless they audit you. 1 and 2 are not related at all. You are likely thinking of a individual variable insurance contract (IVIC) , better known as a segregated fund, or a principal-protected note (PPN). For a segregated fund, to get a full guarantee on invested capital, you need a 100/100 where the maturity value and death benefit are each 100% guaranteed. The PPN works similar to a long-term GIC (or CD) with a variable investment component.  The thing is, neither of these things are cheap and the cost structure that is built in behind them makes it difficult to make any real above market rates of return. In both cases, if you try to break the contracts early then the guarantees are null and void and you get out what you get out. Wells Fargo.  They have an account called PMA, an umbrella account for checking, savings, mortgage, and brokerage accounts.  It would cost $30/month, but I never had to pay because I have a rollover retirement account that is enough to waive the fees.  They count all accounts, including mortgage, which I used to have.  Oh, and no restrictions.  An added advantage is there are no fees for any of the accounts, nor for some other things, like bank checks, outside ATM fees, etc.    I'm in California, so I don't know if the same deal exists in other states.  But if you qualify for the free account, it's pretty good.  Actually, most of my investments are Vanguard funds.  And I have another rollover account with Vanguard, and never pay fees, but I only buy or sell from one Vanguard fund to another, and rarely since I have targeted retirement funds that are designed to be no maintenance.  For some reason, I trust Vanguard more than most other funds; maybe because I like their philosophy on low-cost funds, which they started but are now getting more popular. which is a better way to structure a SIP, This is no one way better than other. SIP as you already know offers advantages in terms of averaging costs.  Given that transaction costs are same, averaging daily would be better from law of averages point of view. The only flip side to doing it daily is tracking, i.e. your Bank Statement is going to look horrible, recon as to what and how much got purchased will be horrendous. Further tracking liquidity could be an issue unless you use segregated accounts. i.e. you don't know how done you are with your investments. On monthly this is more easy, once you get salary and get investments and other mandatory payments out of way, you know what you have in the account for rest of the month. In the end I would put this more of convenience than anything else.