Simply Tax

Top 10 Tax Cases of 2019 #083


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2019 was yet another busy year in the tax world! Tony Nitti returns to the podcast to share key takeaways from his top tax cases of the year with host Damien Martin, along with advice for reading and staying current with tax case law. Here's what's covered in our final episode of 2019:

Background, tips and tricks on studying tax case law:

  • Why read tax cases? @01:56
  • Tony's tips for reading tax case law @04:12
  • How to fit reading tax cases into the busy day-to-day @09:14
  • How Tony picked his top 10 cases @11:41

Top 10 tax cases:

  • Gaylor v. Mnuchin, 919 F.3d 420 (7th Cir. 2019) @14:41
    • What's Internal Revenue Code (IRC) Section 107?
    • Why did the Freedom From Religion Foundation sue the IRS?
  • Northern California Small Business Associates v. Commissioner, 153 T.C. 4 @34:44
    • What's IRC §280E?
    • What was the taxpayer's argument in the case?
    • Why did the court reject this argument?
  • Langston v. Commissioner, T.C. Memo 2019-19 @47:48
    • Why was there even an issue here?
    • What's the significance of this case?
  • Barbara v. Commissioner, T.C. Memo 2019-50 @54:24
    • Why is material participation so important yet challenging?
    • Why did the tax court disagree with the IRS in this case?
    • What's the key takeaway from this case?
  • Eger v. U.S., 124 AFTR 2d 2019-5717 @1:07:19
    • What's IRC §469(c)(7)?
    • What did we learn from this case?
    • Three things to remember about real estate professionals
  • Donoghue v. Commissioner, T.C. Memo 2019-71 @1:24:30
    • Is this just another bad-facts case about horses?
    • What are the hobby-loss rules and why are they so tricky?
  • Ames D. Ray v. Commissioner, T.C. Memo 2019-36 @1:37:00
    • Why have we been talking so much about IRC §§162 and 212 lately?
    • Why did the taxpayer feel he could deduct his legal fees?
    • Why did the court ultimately disagree?
  • Lipnick v. Commissioner, 153 T.C. 1 @1:45:57
    • What are the debt-financed distribution interest expense rules?
    • What was the issue of first impression here and how did the court rule?
  • Mihelick v. U.S., 927 F.3d 1138 (11th Cir. 2019) @1:52:41
    • What's the claim-of-right doctrine?
    • What did we learn about this doctrine from this fact pattern?
  • Brown v. Commissioner, T.C. Memo 2019-30 @2:03:22
    • Why does it matter where your tax home is?
    • What are the factors to determine where a taxpayer's regular and principal places of business are?

Bringing it all together:

  • Shrinking the code @2:10:28

Learn about Tony and get additional resources here.

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We'd love to hear from you! Email feedback and questions to [email protected].

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Simply TaxBy Damien R. Martin, CPA

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