Question: I’ve always done my own taxes using a free e-file service, as up until now my returns have been fairly straightforward. However, in the past year I have gotten married, purchased a house (and qualify for the $8k tax credit), taken on student loans, and undergone several other changes that are sure to make my return much more complicated. At what point does an individual cry uncle and get professional tax help? I don’t want to spend the money on TurboTax if halfway through I realize I’m in over my head. Mainly, I’m concerned about doing everything correctly and want to get us every penny of the sizeable chunk of change the government owes us.
Answer: Life changes can make your once-simple taxes suddenly seem daunting. When we got married, my husband was freaked out about our combined taxes because I’m self-employed and fill out a Schedule C (which is kind of a hassle). So we went to see an accountant—and watched as he basically plugged our information into his version of Turbo Tax. Great, dude. Thanks. Here’s $250.
In your case, the good news is that your life changes are common ones. If you’d told me that you received rental income, started a side business and sold some stocks and bonds, I’d definitely point you toward a professional. But most tax software these days will lead you through a series of questions that will pinpoint life events (such as getting hitched) and other big changes (like buying a home).
So I say this: If you’re fairly comfortable with tax software and able to look up answers when you run into trouble (online or in a software’s “help” section, for instance), give an online tool a go. Many of them (H&R Block at Home, Turbo Tax, TaxAct) allow you to start a return for free, so if you get hung up in the middle, you haven’t spent anything.
If the whole idea makes you break out in a cold sweat, try a tax professional this year. You’d probably be fine with someone like an H&R Block, because your situation isn’t unusual. You got married and bought a house—something they’ve dealt with thousands of times over. If you find yourself in a more complicated tax situation in the future, ask for references from friends and colleagues who have their taxes done by pros. (Although you should look for a reference from someone whose situation is similar to yours—that way you know the accountant handles it.)
If you’re somewhere in the middle, consider a solution like H&R Block’s “Best of Both.” (I am NOT a paid representative of H&R Block, by the way. Just a fan.) You use their tax prep software, but you can ask questions of H&R professionals at any point, and someone will review your return before you send it in. My husband and I used this service last year, and the rep discovered that I needed an Employee Identification Number (EIN) to go with my self-employed retirement plan. It costs about $100 for your federal return, which is a pretty good deal. And if there are no hiccups, next year you know you can do it on your own.
A caveat: The question is slightly skewed by the $8,000 home buyer tax credit you’ll be able to claim this year, which makes things more complicated. I still maintain that it’s possible to figure it out on your own, but the sheer newness of it may make a tax pro worthwhile. Check out this article from MoneyWatch.com for more info on the credit.
Readers, will you be doing your own taxes this year?


The mid-tier version of TurboTax (which I’ve used for about seven years now) has no problem handling multiple K1′s, income earned in multiple states, the 2009 tax deduction for buying a new car (didn’t even know this existed until TT asked me about it), and importing data from multiple brokerage firms. I’ve been very pleased thus far and would recommend giving it a shot . And as Kate mentioned, your life events are all common and you can start it online for free.
By: Cville17 on February 2, 2010
at 1:38 pm
I agree w/Kate’s advice, and more power to you DIY’ers. Even so, I shell out for tax prep every year. It’s not that much money, and I’d rather pay it than a) worry that I’ve made a mistake or b) spend another two hours in front of the computer when I could be running around outside with the dog. Money well spent, says I.
By: JPaskin on February 3, 2010
at 10:10 am
I think Kate is right on! I personally did my own taxes for years, then switched to an accountant when I acquired rental property. I stayed there for years for convenience, mostly, but I’m going it alone again this year. Thanks to Cville17 above for the TT tips. One word of advice from my perspective: Some tax prep services encourage clients to invest their refunds in IRA’s for further tax reductions, using the service’s own product. The investment part is a great idea, but it may or may not be best to use the service’s product.
By: RWeese on February 11, 2010
at 3:57 pm
Choose the right online tax retailer with a money back guarantee. They should be up to date with the latest incentives that can help you with your taxes.
free income tax preparation courses
By: Patriot Tax Solutions Inc on February 5, 2011
at 6:28 pm
We’ve noticed quite a bit of dissatisfaction from Block, TT and TA users this year. Alternatively, the IRS also offers free (direct) efileing.
By: Dave on March 5, 2011
at 5:00 pm