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At what point is it worth it to use TurboTax's Business and Home package ($99) over the Basic package($35)?

I worked as an independent contractor for a living last year, and I don't suspect there'll be many deductions I can write off, but I don't know. I work 50% of the time from home.

Should I invest in the more expensive package - will it help me avoid paying much more in the long run?

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Assuming you file state tax returns, you shouldn't buy Basic. Ever. Your choice is probably between the "Premier" version and the "Business and Home" version. Price difference is insignificant (I have a comparison on my blog, including short descriptions as to who might find each version useful the most). The prices have gone down significantly, since when I wrote the article, its cheaper now.

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