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Exam Review, 1099s and Tax Pro Education

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Propel Career Lab by Dinesen Learning
Propel Career Lab by Dinesen Learning
Exam Review, 1099s and Tax Pro Education
  • 1099 Reporting

    What Are Medical Damages?

    ByJason Dinesen October 20, 2026October 23, 2026

    Here is the related podcast: https://podcasts.dinesenmedia.com/show/information-return-intelligence/what-are-medical-damages/ A court of appeals case in March serves as a reminder about the definition of medical damages. The case was not a 1099 case, but it’s informative for those of us in the field. The case involved two people with the last name of Roman, who had been married…

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  • Filing Issues

    Postal Service Changes Postmark Rule

    ByJason Dinesen October 13, 2026October 23, 2026

    Find the related podcast here: https://podcasts.dinesenmedia.com/show/information-return-intelligence/usps-postmark-changes-what-1099-filers-need-to-know/ On December 24 of last year, the United States Postal Service gave us a Christmas Eve gift that hasn’t necessarily received a lot of attention. If you missed the unwrapping of this Christmas gift, let’s unpack it for you. The change involves when the USPS will postmark a piece…

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  • 1099 News and Developments

    Information Return News Roundup, Third Quarter 2026

    ByJason Dinesen October 6, 2026October 6, 2026

    Extinguishment of FIRE is Official The IRS in August set the official end date (and time!) for FIRE — 3 pm Eastern Time on November 19. The IRS has an online public meeting planned to discuss the transition, with one announced for October 28 from 1-2 p.m. Eastern time (click here for the link). Note…

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  • TIN Compliance and Backup Withholding

    It’s CP2100 Letter Season!

    ByJason Dinesen September 22, 2026September 23, 2026

    Listen to or watch the podcast on this subject: https://podcasts.dinesenmedia.com/show/information-return-intelligence/ CP2100 Season is Here! It’s that time of year when CP2100 letters will begin arriving. This article will cover what a recipient of such a letter should do. What is It? To understand CP2100 letters, we need to start at the start. Your organization files…

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  • Jason’s Notes

    2027 Versions of Several Forms Released

    ByJason Dinesen September 20, 2026September 20, 2026

    1096, 1099-B, 1098-E, 1098-T and 1099-LPS Draft instructions for the 2027 versions of various forms, including 1096, 1099-B, 1099-LPS, 1098-E and 1098-T were also released in August. In all of these instructions, the IRS has nothing listed under what’s new for the 2027 form. (NOTE: 2027 is correct; the 2026 versions of these forms have…

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  • Filing Issues

    Want to Use IRIS? Start Process Now

    ByJason Dinesen September 15, 2026September 23, 2026

    Listen to or watch the podcast here: https://podcasts.dinesenmedia.com/show/information-return-intelligence/want-to-use-iris-start-the-process-now/ If you haven’t started your move from FIRE to IRIS yet, you’ll want to start as soon as possible.  Backstory The IRS has maintained two systems for e-filing of 1099s – FIRE and IRIS. FIRE is going out of service at 3 pm Eastern time on November…

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