Pay off car or use money for down payment
Break the transactions into parts. Go to your bank or credit union and get a loan commitment. When applying for loan get the maximum amount they will let you borrow assuming that you will no longer own the first car. Take the car to a dealer and get a written estimate for selling the car. Pick one that gives you an estimate that is good for a week or ten days. You now know a data point for the trade-in value. Finally go to the dealer where you will buy the replacement car. Negotiate the price, tell them you don't need financing and you will not be trading in the car. Get all you can regarding rebates and other special incentives. Once you have a solid in writing commitment, then ask about financing and trade in. If they beat the numbers you have regarding interest rate and trade-in value accept those parts of the deal. But don't let them change anything else. If you keep the bank financing the dealer will usually give you a couple of days to get a check.  If you decide to ell the car to the first dealer do so as soon as you pick up the replacement car. If you try to start with the dealer you are buying the car from they will keep adjusting the rate, length of loan, trade-in value, and price until you have no idea if you are getting a good deal. The best thing to do is pay off the car. Adding more variables to a negotiation with a car dealer (in this case, a trade in), is always going to go in their favor. This is why people recommend negotiating a price down first, before ever mentioning to the dealer you want to do a trade in or financing. Absolutely do not pay off the car if you aren't planning to keep it.  The amount of equity that you have from a trade in vehicle will always be a variable when negotiating a new car purchase.  By applying cash (a hard asset) to increase your equity, you are trading a fixed amount for an unknown, variable amount.  You are also moving from a position of more certainty for a position of less certainty.  You gain nothing by paying off the car, whereas the dealer can negotiate away a larger piece of the equity in the vehicle. Option 2. Selling the car yourself will give you the best value, especially if you can get its full value. This will cost you time, but will return much better return for your money. Also, I would strongly recommend buying a used car from a private owner (not a dealer), rather than buying a new car. For $14,000 in cash you can probably get a car like a 2013 Ford Fusion that has excellent all-wheel drive and winter handling. A new Fusion, loaded, will cost at least $25,000 from a dealer. If you buy a 2013 car outright from a private owner, you will have NO PAYMENTS and can spend that money on investments and build your wealth. To focus on your question.. pay it off then trade in. The reason is because say you just have 14k laying around and buy a car for 14k, you must pay 14k plus tax. If you are in one of the states that allows the tax break, then trading the 14k valued vehicle in for a 14k vehicle will nullify your sales tax. As per your question, if you traded the car in at 7k, you would then owe 7k plus tax. You only have 7k..so how would you pay for the tax and why would you want to? Pay off the car and you'll have 14k of tax free off any car.
At the moment, you are paying about $1,300 interest each month (£431k @ 3.625% / 12) on your mortgage and repaying capital at about $1,500 per month. Paying $11,000 off your mortgage would save you about $9,000 as it is reduces your balance by about seven monthly capital repayments: but you will only see this benefit at the end of the mortgage because you will pay it off seven months earlier. There is only about $1,000 interest remaining on your car loans. Paying the $11,000 off your interest free loan then paying extra agianst the interest bearing loan brings that down to $500 and paying it off your interest bearing loan brings it down to $200. Either way, both car loans would be finished by early 2018. In summary, if you use the $11,000 against your car loans, you will save $8,500-$8,800 less than paying it off the mortage, but you will have no car loans in one year rather than three. Google spreadsheet for calculations here. 1) How long have you had the car?  Generally, accounts that last more than a year are kept on your credit report for 7 years, while accounts that last less than a year are only kept about 2 years (IIRC - could someone correct me if that last number is wrong?). 2) Who is the financing through?  If it's through a used car dealer, there's a good chance they're not even reporting it to the credit bureaus (I had this happen to me; the dealer promised he'd report the loan so it would help my credit, I made my payments on time every time, and... nothing ever showed up.  It pissed me off, because another positive account on my credit report would have really helped my score).  Banks and brand name dealers are more likely to report the loan. 3) What are your expected long term gains on the stocks you're considering selling, and will you have to pay capital gains on them when you do sell them?  The cost of selling those stocks could possibly be higher than the gain from paying off the car, so you'll want to run the numbers for a couple different scenarios (optimistic growth, pessimistic, etc) and see if you come out ahead or not. 4) Are there prepayment penalties or costs associated with paying off the car loan early?  Most reputable financiers won't include such terms (or they'll only be in effect during the first few months of the loan), but again it depends on who the loan is through. In short: it depends.  I know people hate hearing answers like that, but it's true :)  Hopefully though, you'll be able to sit down and look at the specifics of your situation and make an informed decision. You have a good start (estimated max amount you will pay, estimated max down payment, and term) Now go to your bank/credit union and apply for the loan. Get a commitment. They will give you a letter, you may have to ask for it. The letter will say the maximum amount you can pay for the car. This max includes their money and your down payment. The dealer doesn't have to know how much is loan. You also know from the loan commitment exactly how much your monthly payment will be in the worst case. If you have a car you want to trade in, get an written estimate that is good for a week or so. This lets you know how much you can get from selling the car. Now visit the dealer and tell them you don't need a loan, and won't be trading in a car. Don't show them the letter. After all the details of the purchase are concluded, including any rebates and specials, then bring up financing and trade-in. If they can't beat  the deal from your bank and the written estimate for the car you are selling, then the deal is done. Now show them the letter and discuss how much down they need today. Then go to the bank for the rest of the money. If they do have a better loan deal or trade in then go with the dealer offer, and keep the letter in your pocket. If you go to the dealer first they will confuse you because they will see the price, interest rate, length of loan, and trade in as one big ball of mud. They will pick the settings that make you happy enough, yet still make them the most money. Here's another way to look at this that might make the decision easier: Looking at it this way you can turn this into a financial arbitrage opportunity, returning 2.5% compared to paying cash for the vehicle and carrying the student loan.  Of course you need to take other factors into account as well, such as your need for liquidity and credit. I hope this helps! "Pay off your debt.  As you witnessed, no ""investment"" % is guaranteed.  But your debt payments are... so if you have cash, the best way to ""invest"" it is to pay off your debt.  Since your car is depreciating while your house may be appreciating (don't know but it's possible) you should pay off your car loan first.  You're losing money in more than one way on that investment." Sometimes I think it helps to think of the scenario in reverse. If you had a completely paid off car, would you take out a title loan (even at 0%) for a few months to put the cash in a low-interest savings account? For me, I think the risk of losing the car due to non-payment outweighs the tens of dollars I might earn. Simply put, the interest you're paying on your loans is eating into any gains you have in the stock market.  So, figure out how much you're paying in interest and consider the feasibility of paying off some of the loan.  Also figure in if you would be selling the stock at a profit or a loss.   Generally speaking, a home loan is typically long-term, with a high principal.  I believe the consensus is that it is typically not worth paying down extra on it.  A car loan, though, is much shorter term, with a lower principal.  It may be worth it to pay that down. I would certainly consider paying down the loan with 10% interest, even without running any numbers. What about doing this without selling stock?  The reason I suggest that is that you should not sell the stock unless you truly need the money or for some material reason(s) related to the company, the market, etc.  (Of course, one other reason would be to cut losses.) Unless I was looking to sell some stock anyway, I would try other ways to come up with the money to pay down the highest interest loan, at least.  If you are thinking of selling stock to pay down debt, definitely run the numbers. The risk besides the extra interest is that you might be upside down on the loan. Because the car loses value the moment you drive off the lot, the slower you pay it off the longer it takes to get the loan balance below the resale value. Of course if you have a significant down payment, the risk of being upside down is not as great. Even buying a used car doesn't help because if you try to sell it back to the dealer the next week they wont give you the full price you paid. Some people try and split the difference, get the longer term loan, but then pay it off as quickly as the shorter term loan. Yes the interest rate is higher but if you need to drop the payment back to the required level you can do so. $27,000 for a car?!  Please, don't do that to yourself! That sounds like a new-car price.  If it is, you can kiss $4k-$5k of that price goodbye the moment you drive it off the lot.  You'll pay the worst part of the depreciation on that vehicle. You can get a 4-5 year old Corolla (or similar import) for less than half that price, and if you take care of it, you can get easily another 100k miles out of it. Check out Dave Ramsey's video.  (It's funny that the car payment he chooses as his example is the same one as yours: $475! ;) )  I don't buy his take on the 12% return on the stock market (which is fantasy in my book) but buying cars outright instead of borrowing or (gasp) leasing, and working your way up the food chain a bit with the bells/whistles/newness of your cars, is the way to go. Which way would save the most money? Paying of the car today would save the most money.  Would you borrow money at 20% to put it in a savings account?  That's effectively what she is doing by not paying off the car. If it were me, I would pay off the car today, and add the car payment to my savings account each month.  If the car payment is $400, that's $1,500 a month that can be saved, and the $12k will be back in 8 months. That said - remember that this is your GIRLFRIEND, not a spouse.  You are not in control (or responsible for) her finances. I would not tell her that she SHOULD do this - only explain it to her in different ways, and offer advice as to what YOU would do.  Look together at how much has been paid in principal and interest so far, how much she's paying in interest each month now, and how much she'll pay for the car over the life of the loan.  (I would also encourage her not to buy cars with a 72-month loan, which I'm guessing is how she got here). In the end, though, it's her decision. Alternative: buy a recent-model used car in good condition. Or buy an older car in good condition. Let someone else pay the heavy depreciation that happens the moment you drive a new car off the dealer's lot. What percentage of your savings is the full car payment?  If it's a significant chunk, then I'd finance some of the cost of the car in order to maintain liquidity. I would use that money to buy a car instead of taking out a loan to buy the car.   It does however prompt the question:  What do you want more a house or a car? I think everyone else answered before you added the info about your car loan in your comment. While it makes sense to pay off loans with the highest interest rate first, keep in mind that in most cases you can deduct mortgage interest from your taxable income. So the after-tax rate of interest that you're paying on your 8.6% second mortgage will be less than your 7% car loan, assuming that your tax bracket is more than 18% (federal and state combined). If you plan to use your funds to pay down debt, definitely attack the car loan first. I recommend using Morning Brew. They email you a free daily newsletter with the top financial news stories and earnings events. I have subscribed to the Wall Street Journal and Financial Times before. Morning Brew basically covers all of the headlines you would see on those sites.