Updated: June 11th, 2015

Why do I dread doing taxes every year? One of the main reason was having to figure out ways to import hundreds of transactions from my stock brokers: Scottrade and InteractiveBrokers. I love IB but come on, it's 2008 and they still don't provide .txf files to import into TurboTax (or TaxCut, but I use TurboTax myself). Scottrade, on the other hand, is directly importable through TurboTax but it only imports sale amounts and not purchases, so TurboTax thinks I got my stocks for free and wants to tax me on the full sale amount rather than the profits. That is, of course, very incorrect. Here are the best solutions I could find to these problems:

1. Scottrade….