Trying to convince people that permitted work is better is like beating your head against a wall.

@Patrick Irish based on what you say, the Sec 121 Exclusion and the 1031 Exchange both seem like they'd be good options for you to defer capital gains on sale of the townhouse.Sec 121 Exclusion has 3 requirements: First, Determine whether any of the automatic disqualifications apply (acquired property through 1031 exchange in last 5 years, or subject to Expat taxes)Next, meet the ownership requirement -> you owned the home for at least 24 months (2 years) out of the last 5 years leading up to the date of sale (date of the closing)Finally, meet the residence requirement -> owned the home and used it as your residence for at least 24 months (or 730 days) of the previous 5 yearsThere is no “Wiggle Room” but there is a Sec 121 “partial exclusion” for people like you that missed the residence requirement by a few months.

I'm a multifamily analyst for a bank that originates all sorts of real estate loans, and I am looking to connect with people that have a passion for real estate and money.

I hope this makes sense as I am describing it but feel free to ask any questions on it. 

The unit I want to occupy has 3 people living in it, when is it safe to give them a notice to vacate and does anyone have a template for this?  

Of course, it may not make sense for all investors, but for an OOS investor like me who's looking for truly passive investments (or close to it) it seems like a win-win.

That is a very saturated market for STR so I do think it makes sense that 1/3 is underperforming, but based on taking a loss now, I would probably stay tight and keep going because you have the set up in the area.

Long term strategy is to hold until it makes sense to sell, and that might be after only 2 years so I can reap the benefits without getting killed in taxes.

Long term strategy is to hold until it makes sense to sell, and that might be after only 2 years so I can reap the benefits without getting killed in taxes.

Obviously, there are people that leave W2s to get into real estate full time.