Free State Income Tax E-File Options For All 50 States (Updated 2015)

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Completely updated for Tax Year 2014 returns. With commercial tax prep software, it is always wise to note the cost of your state return and e-File as it just may cost more than your federal return. Based on their regular published prices:

(* This year, TurboTax has an “Absolute Zero” promotion where you can get Fed + State + Fed eFile + State eFile for $0. However, you must have a simple-enough tax situation so that you can file Form 1040A or 1040EZ, including a taxable income of $100,000 or less and claiming the standard deduction rather than itemizing deductions.)

Now, the convenience that these programs offer may be worth the extra money to you. But there may be other options available. States that levy individual income taxes fall into three categories:

  1. They offer all taxpayers free electronic filing via official state-supported software.
  2. They offer all taxpayers access to free “fillable forms” which are basically electronic versions of the paper forms where you can type in numbers and any mathematical calculations are done for you. If your state tax returns are relatively simple, this is all you really need.
  3. They allow commercial vendors via the “FreeFile Alliance” to offer free online filing for certain groups, usually through income limits, age restrictions, and/or active duty military personnel. The vendors in turn make money when you end up not qualifying and have to pay up at the end.

Below, you’ll find free e-file information for all 50 states. As a baseline, remember that you can get both Federal and State tax prep including both free Federal and free State e-File from TaxACT.com under $20. See my lightning review of TaxACT, TurboTax, and H&R Block for why it may be worth it for some folks pay more for the time-saving or audit-protection features of the “brand name” products.

In alphabetical order (just click on the state):

State Restrictions
Alabama Free electronic filing using through My Alabama Taxes (MAT). No income restrictions.
Alaska (no state income tax)
Arizona File using AZ-specific fillable forms; No income restrictions. FreeFile options also available; income and/or other restrictions apply.
Arkansas Various FreeFile options; Income and/or other restrictions apply.
California Free electronic filing using through CalFile. No income restrictions. No capital gains/losses or Schedule C income allowed.
Colorado Free electronic filing using through Revenue Online. No income restrictions.
Connecticut Free electronic filing using through TaxPayer Service Center (TSC). No income restrictions.
Delaware Free electronic filing through official state website. No income restrictions.
Florida (no state income tax)
Georgia FreeFile options available; income and/or other restrictions apply.
Hawaii Free electronic filing through Electronic Filing (ELF). No income restrictions.
Idaho FreeFile options available; income and/or other restrictions apply.
Illinois Free electronic filing through MyTax Illinois. No income restrictions.
Indiana FreeFile options available; income and/or other restrictions apply.
Iowa FreeFile options available; income and/or other restrictions apply.
Kansas Free electronic filing through KS WebFile. No income restrictions.
Kentucky FreeFile options available; income and/or other restrictions apply.
Louisiana Free electronic filing through Louisiana File Online. No income restrictions.
Maine Free electronic filing through Maine FastFile. No income restrictions.
Maryland Free electronic filing through their iFile service. No income restrictions.
Massachusetts Free electronic filing through WebFile for Income. No income restrictions.
Michigan FreeFile options available; income and/or other restrictions apply.
Minnesota FreeFile options available; income and/or other restrictions apply.
Mississippi FreeFile options available; income and/or other restrictions apply.
Missouri FreeFile options available; income and/or other restrictions apply.
Montana Free electronic filing through Taxpayer Access Point (TAP). No income restrictions.
Nebraska Free electronic filing through NebFile. No income restrictions.
Nevada (no state income tax)
New Hampshire Free electronic filing through e-File New Hampshire. No income restrictions. (No state personal income tax, but there is tax on investment income.)
New Jersey Free electronic filing through NJ WebFile. No income restrictions.
New Mexico Free electronic filing through New Mexico WebFile. No income restrictions.
New York Free electronic filing of select forms online with New York State Income Tax Web File, but note that New York law prohibits commercial software from charging an additional charge for e-filing.
North Carolina FreeFile options available; income and/or other restrictions apply.
North Dakota FreeFile options available; income and/or other restrictions apply.
Ohio Free electronic filing through Ohio Online Services. No income restrictions.
Oklahoma Free electronic filing through Oklahoma Taxpayer Access Points (OkTAP). No income restrictions.
Oregon File using OR-specific fillable forms; No income restrictions. FreeFile options also available; income and/or other restrictions apply.
Pennsylvania Free electronic filing through PA DirectFile. No income restrictions. Free Fillable PDF Forms also available.
Rhode Island FreeFile options available; income and/or other restrictions apply.
South Carolina File using SC-specific fillable forms; No income restrictions. FreeFile options also available; income and/or other restrictions apply.
South Dakota (no state income tax)
Tennessee Free electronic filing through state website of Hall Income Tax. No income restrictions. (No state personal income tax, but there is tax on investment income.)
Texas (no state income tax)
Utah Free electronic filing through Taxpayer Access Point (TAP). No income restrictions.
Vermont FreeFile options available; income and/or other restrictions apply.
Virginia File using VA-specific fillable forms; No income restrictions. FreeFile options also available; income and/or other restrictions apply.
Washington (no state income tax)
Washington DC File using DC-specific fillable forms; No income restrictions. FreeFile options also available; income and/or other restrictions apply.
West Virginia FreeFile options available; income and/or other restrictions apply.
Wisconsin Free electronic filing through Wisconsin efile. No income restrictions.
Wyoming (no state income tax)

Whew, that took a while. Please share this if you think it’ll help others! Also let me know if you find any errors or changed links.

TurboTax 2014 Feature Change + Free H&R Block Offer + Free TurboTax Upgrade

ttboxIt’s that time of year again, where we await our W-2 and 1099 forms and decide which tax software to use. I’m working on product-specific reviews, but for now I figured I’d summarize the drama surrounding TurboTax 2015 for those that don’t follow these things as closely.

  • Last year, TurboTax Deluxe Online 2013 started requiring you to upgrade to Premier in order get guidance on stock sales (Schedule D) and self-employment expenses (Schedule C). You can see this as either a feature delete, or price increase. However, the TurboTax Deluxe Desktop 2013 version kept this ability. There was a little outrage but really not that much from what I recall.
  • This year, TurboTax Deluxe Desktop 2014 no longer included Schedule D or C. In other words, the 2013 change to the online version was propagated to their desktop download/CD version. This time, break out the pitchforks! There are over a thousand 1-star reviews on the Amazon product page and articles from various media outlets including the NY Times and Time.
  • Why the outrage this year and not last year? TurboTax says 80% of people use the online version and only 20% use the desktop download, so you can see why Intuit thought everything would be cool. My theory is that desktop PC customers always pay for their software upfront (often at a physical store like Staples or Costco) and then don’t expect to be asked for any more money down the road. This has probably been their habit for years. Now in the middle of doing their taxes, you’re hitting them up for another thirty bucks?!
  • In contrast, with TurboTax Online you pay at the very end and the price is always a little different with various coupon codes and promotions.
  • Finally, the price difference between Deluxe and Premier for Online is $20, but for the Desktop version is $30. The software only cost $40 or $45 initially. That $30 upgrade fee is a 66-75% price increase.

Intuit needed to communicate this price change much more upfront and clearly. They don’t hide it, but you can see how repeat customers won’t notice since the Deluxe name doesn’t change.

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Trying to pick up the fumble, H&R Block is offering any impacted TurboTax customer a free copy of the H&R Block Deluxe + State for 2014, which just so happens to still include Schedule D capital gains guidance.

Those who have already purchased TurboTax Basic or Deluxe and would like to try H&R Block may email H&R Block at SwitchToBlock@hrblock.com and include the following information:

  • Name, address, and phone number
  • Type of operating system in use (Windows/Mac)
  • A photo, scan, or email showing proof of TurboTax Basic or Deluxe purchase

H&R Block will then send a link for one free download of H&R Block Deluxe + State (a $45 value, State E-file is $19.95 extra, does include Schedule D). You can import from a previous TurboTax return. This offer is not on the H&R Block website – it is only available by e-mailing them as directed above.

What if you want to stick with TurboTax? TurboTax may offer you a free upgrade to Premier, *if* you ask correctly. Well, hidden in the Amazon comments and vaguely referenced in various articles is the fact that Intuit will help their customers on a case-by-case basis so they can “demonstrate customer service” and “do what’s necessary” to appease customers. That basically means the squeaky wheels get the grease. You have to e-mail them at their own special e-mail address: TurboTax_Advocate@intuit.com or call them at 800-445-1875 (8am – 8pm EST M-F).

Reports are that if you contact them and cite the unexpected feature change, they will offer you the upgrade to Premier for free (a $30 savings as noted above). You may also mention a TurboTax VP made statements in Amazon reviews and media articles that Intuit would remedy the situation. I don’t know if it will work for the online version, but you could try.

So there you have it. TurboTax committed a foul, H&R Block invites you over to their party instead, and TurboTax wants to take you aside and apologize privately. When comparing tax software prices, be sure to find the right version for your needs and also include the price of state e-File if needed.

Or, you could use the underdog, TaxACT.com. Both the online and desktop versions of their Free Federal edition and cover all the Schedules A/B/C/D/E and even includes a free Federal E-File. For them, the Deluxe option means addition of time-saving import features. Their Ultimate package with everything Federal and State included – all Schedules, free Fed e-File, free State e-File – runs $17.99 for Online or $30.99 for Desktop ($21.99 + $9.99 State e-File).

IRS Estimated Taxes Due Dates 2015

irsclipIf you have self-employment or other income outside of your W-2 paycheck this year, you may need to send the IRS some money before the usual tax-filing time. Here are the due dates for paying quarterly estimated taxes in 2015; they are supposed to be in four equal installments. This is for federal taxes only, state and local tax due dates may be different.

(Note: January 15th, 2015 is the last day to make an estimated tax payment for 2014. See bottom of post for fast payment options. This will prevent any penalty for late payment of the last installment. You do not have to make this Q4 payment if you file your 2014 tax return (Form 1040) and pay the tax due by February 2nd, 2015. If you miss these dates, file your return and pay as soon as possible to minimize penalties.)

IRS Estimated Tax Payment Calendar for Individuals

Tax Year / Quarter Due Date
2015 First Quarter April 15, 2015 (Wednesday)
2015 Second Quarter June 15, 2015 (Monday)
2015 Third Quarter September 15, 2015 (Tuesday)
2015 Fourth Quarter January 15, 2016* (Friday)

 
* You do not have to make the Q4 payment due January 15, 2016, if you file your 2015 tax return by February 1st, 2016.

Who needs to pay estimated taxes?
In general, you must pay estimated tax for 2015 if both of the following apply:

  1. You expect to owe at least $1,000 in tax for 2015, after subtracting your withholding and refundable credits.
  2. You expect your withholding and credits to be less than the smaller of
    • 90% of the tax to be shown on your 2015 tax return, or
    • 100% of the tax shown on your 2014 tax return. Your 2014 tax return must cover all 12 months.

If you forget to pay (like I’ve done before), then you should make a payment as soon as possible even though it is late. This will minimize any penalty assessed.

How do I pay? When does the payment count?

  • By check. Fill out the appropriate 1040-ES voucher (last page of the PDF) and snail mail to the indicated address. The date of the U.S. postmark is considered the date of payment. No fees besides postage.
  • By online bank transfer. You can store your bank account information and pay via electronic funds transfer at EFTPS.gov or call 1-800-555-4477. It takes a little while to set up an online account initially, so you’ll need to plan ahead. For a quick one-time payment, you can also use IRS Direct Pay (just introduced in 2014) which does not require a sign-up but it also doesn’t store your bank account information for future payments. Both charge no convenience fees. The date of payment will be noted online.
  • By debit or credit card. Here is page of IRS-approved payment processors. Pay by phone or online. Fees will apply, but the payment will count as paid as soon as you charge the card.

I usually pay online at EFTPS.gov for both convenience and to avoid fees. However, right now the lowest fee for a credit card payment is 1.87% from providers like PayUSATax.com, which I’ve used. Meanwhile, you can earn up to 2% cash back from a credit card like the Citi Double Cash card. So you can actually clear a small profit by making your tax payment with the right credit card, and it will officially count as paid to the IRS immediately.

Sources: IRS Pub 505, IRS Pub 509, IRS Form 1040-ES [pdf].

Flexible Spending Account Reminder: Use It Or Lose It!

rxbottleHere’s the annual reminder to use up your Healthcare Flexible Spending Accounts! I still dislike these things, but it is what it is. Note:

  • Some plans allow a grace period until March 15th of the following year as opposed to a December 31st deadline to use your 2014 funds, but it may only apply to claims and not late purchases. Check with your employer.
  • Alternatively, employers can allow participants to carry over up to $500 in unused FSA funds into next year. Check with your employer.

If you didn’t exhaust your funds with insurance copays or deductibles, check out these well-organized lists:

Effective January 1, 2011 items such as cough medicines, pain relievers, acid controllers, and diaper rash ointment now require a prescription and a manually-submitted claim for reimbursement. These FSA items are still available over-the-counter without a prescription:

  • Eye care (contact lenses, solution, drops)
  • First aid supplies (bandages, gauze, tape) for emergency kits
  • Wheelchairs, walkers, & canes
  • Family planning products (birth control, pregnancy tests)
  • Home testing aids (blood pressure, diabetes, thermometers)

2015 ACA Obamacare Income Qualification Chart

Open enrollment for obtaining health insurance from the Affordable Care Act-sponsored Health Insurance Marketplace for the 2015 calendar year starts on November 15th, 2014. (If you have a qualifying event like marriage, divorce, the birth of a child, loss employment, or loss of insurance then you can enroll at any time.)

Here is a chart to help you determine if you will qualify for lower premiums and/or lower out-of-pocket costs based on your estimated 2015 household income and household size. Get more details and sign-up for e-mail reminders at Healthcare.gov.

aca2015income2

The numbers above are for the contiguous 48 states. Income cutoffs are higher in Alaska and Hawaii.

Estimated prices for 2015 plans are supposed to be available in “early November” but there are only 9 days until enrollment actually starts. I would hope that the actual 2015 premiums will have been finalized by then!

Infographic Map: Cell Phone Taxes By State

The nonpartisan Tax Foundation has released a new report on Wireless Taxation in the United States 2014. The average US wireless consumer pays 17% in combined federal, state, and local taxes and fees. Folks in Chicago, Baltimore, Omaha, and New York City have combined tax rates over 25 percent! Here’s their state-by-state map breakdown:

celltaxmap720

They also point out that these effective tax rates are much higher than normal sales tax.

Actionable advice? If your area is subject to high cell phone taxes, it may be better to switch to a prepaid plan rather than the traditional postpaid. I’m not sure exactly how these work, but somehow the taxes are averaged out and baked into the flat price. Note that depending on your area, you may still be subject to a e911 fee and sales tax. You can often bring your own off-contract phone and save even more. Most discount providers now accept phones like the iPhone and Galaxy.

I’ve heard of some people fudging their billing addresses to stay in a low cell tax state, but that may be more expensive or trouble than it is worth.

What Are The Real-World Benefits of Automated Tax Loss Harvesting?

scheduledTax-loss harvesting (TLH) is a technique used to minimize taxes on your taxable investments by “harvesting” capital losses during market declines. With DIY investors, losses are usually only harvested once a year. But with an computer as your portfolio manager, you could attempt to harvest losses continually on a monthly or even daily basis.

Wealthfront, Betterment, and FutureAdvisor all tout the benefits of their automated tax-loss harvesting services, each claiming that their service could increase your returns somewhere between 1% and 3% a year on average. Those are impressive numbers, and most importantly a much bigger number than the fees they charge. Great deal?

Elisabeth Kashner of ETF.com takes a closer look at those claims. Here is my summary of the noted concerns:

  • Tax-loss harvesting defers your taxes by lowering your cost basis. This means that you’ll have to pay more taxes later when you eventually sell (unless you die or donate it). Data presented by certain robo-advisors do not take this into account, and continue to avoid the subject even when confronted about it directly.
  • Most of the claims rely on theoretical backtested data, not the results of actual client portfolios. This is somewhat understandable as many of them are new, but we find that when real-world results are being published, those excess return numbers have so far been under 1% annualized.
  • More than one of them cherry-picked the period from 2000 to 2013 for their analysis, which has the ideal sequence of returns – big losses first (so you can harvest something) and then big gains afterward (so you can compound your tax-deferred money). If you choose other time periods the numbers can come out significantly less rosy.
  • Most of the analyses assume that the investor is in the highest tax bracket (35% or higher), which maximizes the tax benefit. However, many investors in these services could be in the 15% income tax bracket or even 0% capital gains tax bracket. That will also lower the actual tax benefit of TLH.

Read the article comments as well. There, finance author Rick Ferri adds:

I agree the benefit of TLH isn’t 1%, but it isn’t 0.09% either. The answer is someplace in the middle – and it is investor specific.

I think this quote from the author sums things up well:

My point was not that there is never any value to TLH. It’s that predicting this value is fraught, because there are many variables. Given this variability, I find it questionable that the robo advisors’s marketing materials present best-case scenarios, sometimes without accounting for the terminal capital gains liability caused by the lowered basis.

Essentially, temper your expectations as the numbers being marketed at you are based on best-case scenarios. It is impossible to know the true benefit of tax-loss harvesting ahead of time, but quite possibly less than 1% annualized. This still leaves the possibility for the benefits of automated TLH to outweigh the cost, but it is nowhere near a certainty.

Healthcare FSA $500 Rollover and Open Enrollment

rxbottleIn October of last year, the government announced that administrators of Healthcare Flexible Spending Accounts (FSA) could allow employees to roll over up to $500 of unspent FSA money into the following year’s balance . This change was designed up help address the (stupid in my opinion) use-it-or-lose-it nature of these accounts. Per this Reuters article, given the short notice only 8% of U.S. companies adopted this rollover policy in 2014.

As Open Enrollment season for benefits starts for 2015, keep your eyes out for mention of this rollover option. Adoption rates could jump up to 50% now that they’ve had a year to prepare, according to benefits administrator Alegeus Technologies.

If your company does offer a $500 carryover (and your job is stable), then it would be much more appealing to contribute at last $500 even if you are unsure of your future expenses. If you don’t spend all (or any) of it, you can simply roll it over year after year.

Despite the potential tax savings, we stopped contributing to our FSA last year because the company switched to a new (likely cheaper) FSA administrator that made you do everything online while also repeatedly rejecting half our claims without clear explanations as to why. So painful! Thankfully it sounds like everyone else hated them too, as they are back to processing FSA claims in-house.

E-File Your Federal and State Tax Extension Online For FREE!

Updated. The deadline for filing your federal taxes this year is Tuesday, April 15th, 2014. If you file for an extension, you will automatically be extended by six months to Wednesday, October 15, 2014. Here’s how to e-File a official federal extension with the IRS in minutes for free (plus state extensions too!). Why bother with paper and stamps – do it all online, avoid getting hit with penalties, and get confirmation of receipt within hours.

Option #1: TaxACT

This is how I did my extension for the last two years. Just sign up with TaxACT.com and e-file your extension for free through them. It’s quick. It’s easy. You don’t even need to actually use them to file your taxes later, although TaxACT is also free for federal taxes with e-File included regardless of income and $17.99 for state returns with e-File included.

(That’s cheaper than TurboTax or TaxCut, although if you’re already familiar with those programs it may be worth the extra bucks to stick with them, since you can save time by importing your previous year’s data.)

Directions
First, register for free at TaxACT.com with your e-mail address and pick a password. To go directly to the extension form, click on the “Filing” tab on the top, and then the “File Extension” link right below it (see below). You will then be guided through the Form 4868 in a question-and-answer format. You will then be able to have the form filed electronically instantly (or you can print and snail mail).

taxactext

If you don’t think you’ll owe any taxes, you can just put down zero as your expected tax liability. If you wish to make a tax payment, you will be able to choose to pay with direct withdrawal from a bank account (account and routing numbers required) or pay with a credit card (IRS fees apply).

Afterward, you can confirm the status of your extension e-file by going to efstatus.taxact.com. They will even send you a confirmation via e-mail or text message. I got my confirmation less than 3 hours after submission.

Free state tax extensions too! TaxACT will now even file out your state tax extension online if possible, otherwise they will provide guidance fill out all the paper form entries for you and all you have to do is print it out and mail it in. That’s how it worked for my state extension.

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Mortgage Interest Tax Deduction Doesn’t Help Homeownership?

The mortgage interest tax deduction primarily helps the wealthy buy bigger houses rather than increase homeownership rates, according to a new study quoted by this WSJ article. The study found that such tax benefits have help increase the size of house by as much as 18% in affluent areas. Here is a graphic of the average annual tax savings from 10 major metro areas, broken down into households earning over and under $100,000 a year.

wsjbigben

My non-political thoughts:

Don’t overestimate the benefit of the mortgage tax deduction. It is easy to simply take your marginal tax bracket (say, 28%) and say that you’re saving 28% on all your mortgage interest. But mortgage interest is only tax-deductible if you itemize, which encompasses just 30-40% of Americans. Even then, you should consider the incremental savings above the standard deduction.

Everyone can take the standard deduction, which in 2014 is $12,400 for married filing joints and $6,200 for single filers. Let’s say your mortgage is for $250,000 and the interest rate is 4%. That’s $10,000 in interest annually. So far, the married folks have no tax benefit at all! You would need a lot of other deductions like state income tax, property tax, and charitable contributions to push you over the hump. For example if you have $7,400 in other deductions, then only half of your mortgage interest ($5,000 out of $10,000) is actually saving you anything extra in taxes.

Accordingly, the study quoted above also found that homeowners with incomes above $100,000 were between three and four times as likely to claim the tax benefit as those earning less than $100,000.

Even if you do itemize and have a high income (~$254k for single, ~$305k for married filing joint), look up the new Pease Limitation which reduces the value of various deductions including mortgage interest, state/local taxes, and charitable contributions.

Be prepared that the mortgage interest tax deduction may go away. I’m not going to talk about whether or not it should go away, but realistically there is a chance that it will. If it does disappear, it think it would be done gradually to prevent a shock to housing prices. However, I wouldn’t buy a house where I am depending on the tax deduction to maintain affordability. Tax laws change.

My prediction is that the mortgage interest tax deduction is still too popular to be completely nuked. Most likely there will be more legislation that nibbles around the edges like the mentioned Pease limitation that does a income phase-out or the total loan amount allowed will be reduced from the current $1,000,000 cap.

Tax Guide 2013 for LendingClub and Prosper 1099 Forms

Updated 2014. I’ve gotten a few tax-filing questions regarding P2P lenders Prosper Lending and Lending Club. For tax year 2013, LendingClub provided individual investors extra guidance with their Tax Guide for Retail Investors [pdf]. Using this information, I have updated this post.

Don’t file too early. My first recommendation is to not print out or download any of your 1099s until mid-March. Both Prosper and LendingClub seem to regularly issue corrected and/or amended 1099 forms with new numbers late in February. If you already printed them out earlier, go back and make sure they haven’t been changed. After having to file an amended return a few years ago, I always wait until after mid-March to gather all my tax documents.

Where to find your tax documents. I don’t think either Prosper or Lendingclub sends you 1099 forms in the mail. The easiest way for me to direct you to these documents is for you to cut-and-paste the following URLs into your web browser and then log into your accounts. Here are screenshots of what the pages should look like for Prosper and LendingClub.

https://www.prosper.com/secure/account/common/statements.aspx

https://www.lendingclub.com/account/taxDocuments.action

Tax disclaimer. I am not a tax professional. The following is based on my best attempt at understanding the fuzzy world of P2P lending taxes. I am simply sharing how I’m going to do my personal tax return, but you should consult a tax professional for an expert opinion. You may not get all or most of these forms.

LendingClub

LendingClub 1099-OID. OID stands for original issue discount. The total of Box 1 is basically what LendingClub is reporting as the interest earned on your loans, net of fees. This interest should be reported on Schedule B and taxed as ordinary interest income (similar to interest from bank accounts).

LendingClub 1099-B (Recoveries for Charge-offs). If you had any loans charged-off*, but they still recovered some money later on, that will be reported here. It should be broken down into either short-term or long-term capital gains. Because it already tells me short-term or long-term, I will simply report the totals with acquisition and sell date(s) as “various”.

LendingClub 1099-B (Folio secondary market). If you sold any loans on the secondary Folio market, then the sales should be reported here. It should also be broken down into either short-term or long-term gains or losses. I will simply report the totals on Schedule D, using my acquisition and sell date(s) as “various”.

LendingClub 1099-MISC. I would just type this form into TurboTax box-by-box or submit directly to your accountant, usually under “Other Income”. Box 7 amounts will be subject to self-employment taxes, Box 3 amounts will not.

Prosper Lending

Prosper 1099-OID. Similar story to the LendingClub 1099-OID above, except they just give you the total from all your loans. Again, I have all zeros except for Box 1, which I will report as ordinary interest income on Schedule B.

Prosper 1099-B (Recoveries for Charge-offs). Again, anything listed here should be broken down into either short-term or long-term capital gains/losses and recorded on Schedule D. Prosper includes loan charge-offs on this form.

Prosper 1099-B (Folio secondary market). Again, anything listed here should also be broken down into either short-term or long-term gains or losses.

Prosper 1099-MISC. I would just type this form into TurboTax box-by-box or submit directly to your accountant, and it should be pretty straightforward. Box 7 amounts will be subject to self-employment taxes, Box 3 amounts will not.

*Reporting Charge-offs

If you have loans that were charged-off in 2013 (loan is very late and attempts to collect have failed, so they give up), you can write them off as a non-business bad debt. You can find these in either your year-end statements (LendingClub) or your 1099-B form (Prosper). These are all treated as short-term capital losses, which you can use to offset short-term capital gains from other investments or you can deduct against up to $3,000 in ordinary income per year (with the balance carrying forward to the next year).

More resources: Let me also recommend Peter Renton’s post at LendAcademy, the follow-up comments on that post, and this forum post by AmCap as good references for an intelligent discussion on the topic. Also see the LendingClub and Prosper tax pages, even though they aren’t especially helpful.

Tax Prep Guide 2013: TurboTax vs. TaxACT vs. H&R Block Online

According to an informal 2012 poll, 86% of blog readers prepared their own taxes using software with a breakdown of 60% TurboTax, 21% TaxACT, and 16% H&R Block at Home. This nearly matches the findings of analytics firm Comscore, which found that of online filers 60% used TurboTax, 18% used TaxACT, and 15% used H&R Block at Home.

I’ve used all three programs over the years and each has their clear strengths and weaknesses. The NY Times recently did their own 3-way comparison with very similar experiences to my own. They actually called in for help and reported the results, so I’ve added this factor into my lightning review:

The major differentiating factors are price, time-saving features, audit support, and ability to answer specific tax questions. In terms of accuracy, I think all three are nearly identical. All three offer a “Maximum Refund Guarantee” (relative to competing software) as well as an “Accuracy Guarantee” (relative to your tax liability) that says that they will pay any penalty and interest assessed by the IRS or your state due to calculation errors on their part (though H&R Block limits this to $10,000). Actual cost can vary widely with sales and discounts, listed here are just the everyday prices.

tt180TurboTax Online

  • Most expensive. Federal Deluxe regular price is $29.99 w/ e-file. However, you now need Premier at $49.99 if you have an investment gains or losses. State return price is $36.99.
  • Best import support from payroll providers and financial institutions for automatic import of W-2 and 1099 forms. Works with free “ItsDeductible” program to help with recording charitable donations.
  • Moderate audit support (you get help, but no in-person representation)
  • Specific tax advice – Free online chat included. Did not provide definitive answer to NYT reporter’s question.

Bottom line: The time-saving choice if you have a lot of brokerage transactions, W-2s, or other 1099 forms to electronically import this year. Also if you have a lot of details to import from last year’s return with TurboTax. It may be worth the extra cost to avoid tedious data entry.

ta200TaxACT Online

  • Cheapest overall with Federal Deluxe regular price at $12.99 w/ e-file. Federal + State return combined including e-file at $17.99.
  • Limited import support (worst of the three).
  • Limited audit support (worst of the three).
  • Specific tax advice – Phone support only, online chat not available. Did not provide definitive answer to NYT reporter’s question.

Bottom line: The value choice if you just want accurate DIY tax return software and don’t need any extra assistance.

hr160H&R Block at Home Online

  • Middle-of-road pricing. Federal Deluxe regular price is $29.99, but includes investments. State return price is $36.99.
  • Moderate import support for 1099s and W-2 (not as broad at TurboTax, better than TaxACT)
  • Best free audit support. Only product that includes an H&R Block Enrolled Agent actually attending your audit in-person. However, consider whether you would hire your own representative in the actual event of an IRS audit.
  • Specific tax advice – Free online chat included, only one to provide definitive answer to NYT reporter’s question.

Bottom line: The got-your-back choice if you want the assurance that a federally-authorized enrolled agent will guide you for free through a potential albeit unlikely audit. Anecdotally the one most likely to provide answers if you have harder tax questions.