Should I be worried that I won't be given a receipt if I pay with cash?
If this is because he wants to avoid paying taxes, will I get in trouble if I agree to have him work on my vehicle? You should check your state and local sales tax laws to be certain, but in my state you have no liability if he does not pay his taxes.  That's his problem, not yours.  The biggest risk for you is if something goes wrong, you have no proof that the work was ever done, so it's possible he could deny that any transaction ever took place and refuse to correct it or refund your money.  So at worst you're out what you paid for the service, plus what it would cost you to fix it if you needed to and chose to do so.  If you don't want to take that risk, then insist on a receipt or take you  business elsewhere, but there's no criminal liability for you if he chooses not to report the income. EDIT Be aware, though that state tax is levied at the state and local level, so the laws of your individual state or city may be different. "There are number of reasons why someone doesn't want to give you a receipt for cash payment. Anything ranging from not wanting to pay taxes, to being able to deny you gave them money for service in the event you're not happy with the service and ask for money back. You won't get in trouble for giving him cash, however you should be worried because any ""reputable"" person providing any type of service/product will provide a receipt regardless of payment type." In some states, it is your responsibility to pay the sales tax on a transaction, even if the party your purchase from doesn't collect it. This is common with online purchases across state lines; for example, here in Massachusetts, if I buy something from New Hampshire (where there is no sales tax), I am required to pay MA sales tax on the purchase when I file my income taxes. Buying a service that did not include taxes just shifts the burden of paperwork from the other party to me. Even if you would end up saving money by paying in cash, as other here have pointed out, you are sacrificing a degree of protection if something goes wrong with the transaction. He could take your money and walk away without doing the work, or do a sloppy job, or even damage your vehicle. Without a receipt, it is your word against his that the transaction ever even took place. Should you be worried that he is offering a discount for an under the table transaction? Probably not, as long as you don't take him up on it.
"Well, I'd probably need to buy a lot more [Tide](http://nymag.com/news/features/tide-detergent-drugs-2013-1) to hide any purchases I don't want Uncle Sam to know about (not just drugs, either - When's the last time you paid sales tax at a yard sale?).   Other than that, I doubt it would matter much.  99.9% of my financial transactions are *already* on plastic, and I regularly keep the same ""emergency $20 bill"" in my wallet for months at a time." You should check directly with the seller. I suspect you will find they have not recieved any money. Paypal tend to hang on to money as long as possible in all transactions, and will do anything to avoid giving out cash before it has come in. When you're selling something through a provider, like Craig's List or newspapers, the only thing that may limit your choices is the provider. They may refuse your post if it's against their rules or the law. But luckily they usually don't limit or enforce certain payment choices.  These private business providers have the right to do so if they want. You don't need to be their customer. They may state their terms for using the service and even refuse service (before any payment is made).  The fun part is that you may do so as well. Just remember to state your terms in your post so the prospective buyers are aware of them. I've found it best to put payment and delivery terms in separate lines so that they are easily noticeable, for example: Nice victorian handbasket with gold embroidery, only used once. Signed by the original author. Comes with a certificate of authenticity. No delivery, only cash payments. While in London for a month about a year ago, I had similar issues. I ended up getting a prepaid chip-and-pin card that was filled with cash. I don't remember the retailer that sold me this, but I figure it'll give you something to start your search. You don't need to keep receipts for most things, and if you are not going to itemize your deductions (which as a college student, you probably won't), you need even fewer.  Things that you should always keep: If you are itemizing your deductions, you want to keep receipts for anything that you can itemize.  Some common things are: Another thing that you should do, but few people do, is keep track of your online purchases, since many states require you to pay sales tax on those purchases.  Of course, the state has no way of knowing what you buy online, so it is all done on the honor system. If it is more convenient for you - sure, go ahead and create another account. Generally, when you give someone a check - the money is no longer yours. So according to the constructive receipt doctrine, you've paid, whether the check was cashed or not. The QB is reflecting the correct matter of things. It doesn't matter that you're cash-based, the money still laying on your account because you gave someone a check that hasn't been cashed - is not your money and shouldn't be reflected in your books as such. Cash-back also lets the store turn hard currency into an electronic transfer or check, which reduces the hassle/risk of hauling bagfulls of cash to the bank. (The smaller stores I've spoken to have called this out as a major advantage of plastic over either cash or checks. I'm assuming that the problem scales with number and size of transactions.) As a programmer*, I expect the ATM and counter receipts to have an error and look hard for it.  If I don't find the error I usually cram it in my pocket which is the same as throwing it away. I should keep them, but I also look at my online balances for almost all of my accounts several times a week so I (perhaps foolishly) don't worry about paper receipts too much. *Maybe I should be a tester. http://www.consumerismcommentary.com/buying-house-with-cash/ It looks like you can, but it's a bad idea because you lack protection of a receipt, there's no record of you actually giving the money over, and the money would need to be counted - bill by bill - which increases time and likelihood of error.   In general, paying large amounts in cash won't bring up any scrutiny because there's no record. How can the IRS scrutinize something that it can't know about? Of course, if you withdraw 200k from your bank account, or deposit 200k into it then the government would know and it would certainly be flagged as suspicious. Slightly off topic... Not merchandise, but I paid for various doctor's appointments with cash (as opposed to paying with health insurance).  I'd call ahead of time and notify them that I'd be paying in cash.  I got ridiculous discounts, sometimes even less than the copay.  I do not know why this discrepancy exists and I didn't want to ask for fear of messing up a good thing. Not by you. Your bank might have to fill some reports for the IRS, but for the customer, nothing needs to be done. As long as the money is not income from illegal activity you don't need to worry about it. "In general, a lack of endorsement (meaning nothing written by the receiver on the back of the check) is equivalent to it being endorsed ""as deposit only"" to a bank that the depositor has an account with. (See Uniform Commercial Code §4-205.) That is, the bank that receives a deposit without any endorsement promises to the banks that process the check along the line all the way back to your bank, that they properly deposited the money into the account of the entity that the check was made out to. With checks being processed with more and more automation, it's getting fairly common for there to be little writing needed on the check itself, as the digital copy gets submitted to the banking system for clearing. If you're concerned about there being some sort of fraud, that perhaps the entity that you're sending money to isn't the ones that should be getting it, or that they're not actually getting the money, or something like that, that's really an entirely different concern. I would expect that if you were saying that you paid something, and the payee said that you hadn't, that you would dispute the transaction with your bank. They should be able to follow the electronic trail to where the money went, but I suspect they only do so as part of an investigation (and possibly only in an investigation that involved law enforcement of some type). If you're just curious about what bank account number your deposit went into, then it just looks like you're the one trying to commit some sort of fraud (even if you're just being curious), and they don't have much incentive to try to help you out there." You would be required to report it as self-employment income and pay tax accordingly.  It's up to you to keep proper records (like a receipt book, for example), especially when it comes to cash.  If you can't prove exactly how much you earned and the government decides to guess the amount for you then you won't like the outcome! "In the US, Section 3.114 of the Uniform Commercial Code sets the rules for how any confusion in checks or other business transactions is handled: “If an instrument contains contradictory terms, typewritten terms prevail over printed terms, handwritten terms prevail over both, and words prevail over numbers.”  If there was any ambiguity in the way you wrote out the amount, the institution will compare the two fields (the written words and the courtesy box (digits)) to see if the ambiguity can be resolved.  The reality is that the busy tellers and ATM operators typically are going to look at the numeric digits first. So even if they happen to notice the traditional ""and..."" missing, it seems highly unlikely that such an omission would cause enough ambiguity between these the two fields to reject the payment. Common sense dictates here. I wouldn't worry about it." "There are some tools that might help you. For example, I have an ""Expense It"" application on my iPhone, where I can type in a purchase while still at the cashier, the idea is to track expenses on a trip, but the implementation will suit your needs perfectly. Keeping slips is a way to go too, but I personally don't like that because I'm a messy person and after a couple of days all the receipts are gone. If you can keep track of tons of slips - you can just do that."