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Old 02-15-2009, 01:21 PM   #1
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Question What do I do about filing my taxes this year?

For the past few years, I've used IRS FreeFile: http://www.irs.gov/efile/article/0,,...html?portlet=6 -- Specifically, I've used the FreeFile service at http://www.olt.com which has worked pretty well and my only cost has been $8 for e-filing my state return.

This year, I have far too many weird forms and I don't think it's going to work. I have two W-2s (each with items that don't quite fit the online form), a 1099G showing a state tax refund, 2 1098-Ts for school tuition, a 1099HC that I think is only useful on the MA state tax return, a 1099-C that would work on olt.com except their form doesn't allow me to enter one with my wife's SSN, a 1099-R, and then there's other complications...

Should I:
  • Continue trying to work with olt.com, using their live phone help on a weekday?
  • Try another free online service?
  • Try a paid online service/program, like TurboTax?
  • Use a branded walk-in accountant service like H&R Block?
  • Use an independent CPA?

I need the money, and I need to get this all done and filed fast (I need the resulting information for my wife's FAFSA form which needs to be in by the end of the month, and I only waited this long because forms kept arriving in the mail).
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