I purchased TurboTax Business - Desktop specifically because I needed to file a trust tax return (Form 1041). One of the reporting forms I received was a 1099-OID. I spent hours on the phone with various support agents, both product and tax specialist, trying to figure out where entries for a 1099-OID can be made. The conclusion after six separate conversations is that I couldn't make those entries under a trust Form 1041 filing. I cannot be the only person who ever had taxable amounts on a 1099-OID for a trust. Additionally, even though I specified early on that I was filing for a trust, there were business-related questions that did not apply and I did not know how to answer. I realize this is a desktop product that is supposedly going to be moved (about 5 years too late, in my IT professional opinion) to an online product like TT for personal taxes, but the product is clunky and slow at times.
I filed an S-Corp extension. When I tried to do the final return, it would not let me send it electronically, it kept telling me it had already been filed in March. I ended up mailing the return. For what you pay for the software, this should not happen!
Can't amend S corp return without calling help and then downloading desktop. Then no one explained that how to download and import the file from the live version. Customer support was very nice and supportive but she also did not know how to import the document. I finally figured it out myself.