Should we prepay our private student loans, given our particular profile?
See my recent answer to a similar question on prepaying a mortgage versus investing in IRA. The issue here is similar: you want to compare the relative rates of funding your retirement account versus paying down your debt. If you can invest at a better rate than you are paying on your debt, with similar risk, then you should invest. Otherwise, pay down your debt. The big difference with your situation is that you have a variable rate loan, so there's a significant risk that the rate on it will go up. If I was in your shoes, I would do the following: But that's me. If you're more debt-averse, you may decide to prepay that fixed rate loan too. "You're in good shape as long as your income stays. Your only variable-rate debt now is your private student loan.  I think you'd be wise to pay that down first, and you sense that already. Worst-case, in the event of a bankruptcy, student loans usually cannot be discharged, so that isn't a way out. Once that loan is gone, apply what you were paying to your other student loan to knock that out. You might investigate refinancing your home (to another 30-year fixed).  You may be able to shave a half-percent off if your credit is stellar.  Given the size of the mortgage, this could be several thousand out of pocket, so consider that when figuring out potential payback time. Consider using any ""free time"" to starting up a side business (I'm assuming you both have day jobs but that may not be a correct assumption).  Start with what you know well.  You and your wife are experts in something, and have passion about something.  Go with that.  Use the extra income from that to either pay down your debts faster, or just reinvest in the business so that you can offset the income on your taxes. Again, you're in good shape.  Just do what you can to protect and grow your income streams." You're doing great.  I'd suggest trying get putting 5-10% towards your retirement and the balance to the student loans. You are a little weak in retirement savings, but you have $550k house with 20% equity that you bought at the bottom of the market. That's a smart investment IMO, and in my mind compensates somewhat for your low 401k balance. If I were you, I would retire the student loans ASAP to reduce the money that you have to shell out each month. That way, you have the option of scaling back you or your wife's work somewhat to avoid paying thousands for child care. In my mind, less debt == more options, and I like options. Based on your numbers, it sounds like you've got 12 years left in the private student loan, which just seems to be an annoyance to me.  You have the cash to pay it off, but that may not be the optimal solution. You've got $85k in cash!  That's way too much. So your options are:  -Invest 40k -Pay 2.25% loan off -Prepay mortgage 40k Play around with this link: mortgage calculator Paying the student loan, and applying the $315 to the monthly mortgage reduces your mortgage by 8 years. It also reduces the nag factor of the student loan. Prepaying the mortgage (one time) reduces it by 6 years. (But, that reduces the total cost of the mortgage over it's lifetime the most) Prepaying the mortgage and re-amortizing it over thirty years (at the same rate) reduces your mortgage payment by $210, which you could apply to the student loan, but you'd need to come up with an extra $105 a month. Just for another opinion, radio host Clark Howard would suggest killing the private student loans as quickly as possible.  The only reason is the industry around private student loans has fewer rules as to how they interact with you, and they have historically been very unpleasant if you have to deal with them in bad financial times. As a safety net, get rid of the private student loans as your main focus while you have the money and rates are low.  Not for financial reasons per se, but for peace of mind. The other advice in this question are great, but nobody mentioned the potential dark side of private student loans. Don't frett to much about your retirement savings just put something towards it each year. You could be dead in ten years. You should always try to clear out debt when you can. But don't wipe yourself out! Expedite the repayment process.
I must say that this is a question that you should hire a professional tax adviser (EA/CPA licensed in your State) to answer. It is way above our amateurs' pay-grade. That said, I'll tell you what I personally think on the issue. I'm not a licensed tax adviser, and nothing that I write here can be used in any way as a justification for any action. Read the full disclaimer in my profile. I believe you're right to treat those as assets. You bought them as an investment, and you intend to sell them for profit. Here the good news for you end. As we decided to define the domains as an asset, we need to decide what type of asset it is. I believe you're holding a Sec. 197 asset. This is because domain is essentially akin to franchise and trademark, and as such falls under the Sec. 197 definition. That means that your amortization period is 15 years. Your expenses related to these domains should also be amortized, on the same schedule. When you sell a domain, you can deduct the portion that you have not yet deducted from the amortization schedule from your proceeds. Keep in mind passive loss limitations, since losses from assets held as investment cannot offset Schedule C income. "One is a choice the other is not. While they are both liabilities on the balance sheet, in the real world they are quite different.   We do not feel as much ownership over our money that goes to interest payments as we do over our tax payments.  Taxes pay for our government and the services it provides.  Interest, on the other hand, is what we pay in order to have a bank loan us money.  Similar to paying for a good or service obtained from some other business, we do not feel we have a say in what the bank does with that money.  If we disapprove of a business' practices, we stop doing business with them; assuming there are other choices.  We can not practically avoid dealing with our government.   We certainly feel that we should have a say in what is done with our tax money.  I doubt there is anyone in the world that completely approves of their government's spending.  It is very easy to feel marginalized with regard to our tax payments.  For example, some people feel resentment because their taxes fund the welfare rolls. All that said, I believe there is little overlap between the two groups.  It seems to me that you are referring to those with large amounts of high interest (e.g. credit card) debt.  I doubt that a large percentage of them are scouring the tax laws, looking for deductions and loopholes.  If they had that mindset, they would also be working hard to get out of the hole they are in.   In summary, we choose to pay a financial adviser, to take out a loan or to obtain a credit card.  We do not choose to pay taxes.  Since taxes are supposed to pay for our government and things which should benefit everyone, we want a say in what is done with it.  This is also the case because it is forced on us.  (""Fine son, I'll lend you some money, but I don't want you buying cigarettes with it."")  Since our say is limited and we likely will not approve of everything our government does, we want to exert what control we do have: reduce our payments as best we can." Read about Upfront Mortgage Brokers. That site has a bunch of information on mortgages and brokers, including mistakes to avoid when shopping for a mortgage. You can also find lenders with upfront pricing. I've used it for shopping and you will find very competitive rates. I'm wary of brokers. When we sold our house, the buyers (young first time buyers) got screwed by an unscrupulous broker and didn't actually have a loan lined up. Delayed closing by 2 days while they scrambled to find a legit lender who could put together funding. The one time we used a broker (our first time), we got a deal that wasn't really as good as it should have been. (Hindsight.) 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Our step by step guide will help you in making decisive decisions in a very effective way. We provide financial education through our newsletters either on the weekly, monthly and yearly basis to let the readers understand the insights of the capital market and its derivatives.  We use the latest financial technologies and tools to bring the best to the forefront of the readers. Our wealth generator newsletters are the essential guide in this competitive market scenario to help the smart investors or people willing to earn huge profits in real time. I would recommend against loans from family members. But if you decide to go down that path take care of the basics: This is a business decision so treat it like one. I would add that the situation you describe sounds extremely generous to your family member. I'd look at standard loan agreements (ie. in the marketplace) and model your situation more on them - if you do this, even with you paying a premium, you'd never come up with something as generous as what you have described. I'm pessimistic about most things, so: They can't REPO the degree and the knowledge, but they can sure REPO the CAR, so pay off the car. My suggestion would be to pay off the vehicle, because no matter what the future holds (good or bad) you will need a vehicle to get around. Although, I recently found out from the comment below that student loans are a recourse debt that won't be forgiven. Not even with bankruptcy. Most collection agencies will take pennies in the dollar for debt, but not with student loans. If you need a new roof because your house is full of buckets that fill up every rain :) then that's most likely the item at the top of the list. If you need a new roof because you don't like the color, I'd do something else with it. If you are in the US and the 'education loan' has the same caveats attached as your average student loan, I would eye that one with intent if the roof can soldier on for a few years as is. The simple reason for this is that a student loan would be the one debt that you list that you can never get rid off unless you actually pay it off, no matter what happens (IOW student loans aren't bankruptable). Disregard this if the caveats in the first sentence don't apply... "Two things you should consider about paying off student loans ahead of the 10 year amortization schedule: What interest rate are you paying on your loans? What are you earning on your investments in a balanced mutual fund? When you pay off your student loans you are essentially guaranteed a return of the interest rate on your loan (future interest you would have had to pay). However if you are investing well and getting a good return on your investments you will get a greater return. Ex. Half of my student loans are at 6.8%, thr other half are at 2.5%. I make the minimum payments on the loans at 2.5% and invest my money in tax sheltered retirement accounts. The return on these funds has been 8% and that is on per-tax dollars so really closer to 11%. Now there is also downside risk when you invest in the market, but 2.5% guaranteed I will forgoe for 11% in low risk return. However my loans at 6.8% I repay in excess of the minimums because 6.8% guaranteed return is pretty good! So this decision is based on your confidence in your investments and your own risk tolerance. Once you pay your bank on your student loans that money is gone, out of your control. If you need it in the future you may need to pay higher interest on an unsecured loan, or you may not be able to borrow it. When you want to make large purchases (a car, house) that money you per-paid on your loans isn't available to you as a down payment. Banks should want you to have some of your own ""skin in the game"" on these purchases and the lending standards keep getting tougher. You are better off if you have money saved in your name rather than against the balance on your loan. Yes you can't bankrupt these loans, but the money you repay on them doesn't go toward housing you or paying your bills on a rainy day. I went through the same feeling when I completed my MBA with $50k in debt, you want to pay it off as soon as possible. But you need to step away and realize that it was an investment in your future and your future is long, you need time to make a financial foundation for it. And you will feel a lot more empowered when you have money saved and you can make the decision for how you want to deploy it to work for you. (Ex. I could pay down my student loans with the balance I have in the bank, but I am going to use it to invest in myself and open my own business)."