I’m having trouble entering my 1099 when doing my taxes. What should I do? Teri Hines June 29, 2020 20:27 Updated Follow You may also find these troubleshooting articles helpful: Article 1 Article 2. Otherwise, please reach out to a tax professional if you are having trouble entering your IRS Form 1099. Related articles Where can I find my AmeriCorps 1099 tax form? Letter to Students: Change in 1098-T Reporting Method How do I request a transcript?