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All Forum Posts by: Greg O'Brien

Greg O'Brien has started 2 posts and replied 381 times.

Post: Clearing Up Confusion on Tax Treatment of Short Term Rentals

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Nathan Robinson this may help

https://www.biggerpockets.com/topics/1056436

Post: Possible to lower tax bill?

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Kenny Tran sold a rental or personal home?

Post: Wealthability Program review

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Robert Harden there are a few lengthy forums on this if your search on BP!

Post: Clearing Up Confusion on Tax Treatment of Short Term Rentals

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Austin Spitzenberger check out this thread

https://www.biggerpockets.com/topics/1056436

Post: Cost segregation study/Looking for CPA

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Suzanne Johnston You should tell your CPA that depreciation is mandatory, not optional! Not depreciating a property is not an option but unfortunately see it sometimes.

Post: Update on the current pathetic condition of the IRS

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Michael Plaks the craziest part is many don’t realize an actual human, in 2022, sits at a desk to type in numbers from any paper filed returns! Maybe use OCR to start?!

Post: Passive Losses for STR's

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335
Quote from @Michael Baum:

Hmmm ok. The IRS needs to clean up their information.


Curious did you directly copy that from an IRS publication?  If so, yes, they do need to clean up as the Regs are very specific.  IRS Publications are also not technically authoritative (which is crazy since most people do rely on them).

Post: Passive Losses for STR's

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Mike Hern flips are generally ordinary income subject to SE tax. Expenses to offset this would be any/all Trade or Business Expenses under IRC 162. Id consider your scenario completely deductible (unless the trip was part personal). If you structure things correctly, the “actual” vs “mileage” method could be more beneficial!

Post: Passive Losses for STR's

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Michael Baum partially. The 469 rules are very specific and get challenged in USTC often (one of the most frequent Id guess).

This topic comes up very often in this forum so I wrote a post outlining the topic which I referenced.

For example, you said “up to 100 hours”. The Regs say “for more than”. The 7 tests are pretty specific and have been interpreted by the courts. Seems small but I see investors audited over not crossing their Ts so hopefully the post I referenced can clear this up for everyone!

Post: Passive Losses for STR's

Greg O'Brien
Posted
  • Accountant
  • Boston, MA
  • Posts 386
  • Votes 335

@Albert Bui that’s right. Paper losses are a key to wealth!