You would have to sue the HOA in order to recover any funds after you've sold the condo, and you would probably have to demonstrate that their incompetence and/or malfeasance created the large budget surplus that you should be entitled to; the money wouldn't come from your new owner, it would just be a judgement against the HOA.

You get paid right after they do which doesn’t give them much time to spend it.

After thorough research and initial assessments, I estimate the rehabilitation costs to be approximately $250,000. 

A 1031 Exchange only defers the capital gains tax.

From what I know, the only state that will tax a Texas LLC is CA if you live there. 

A cost segregation study is a strategic tax planning tool that separates the assets that have a shorter useful life and can be depreciated over 5, 7 and 15 years from the residential rental property or nonresidential real property that are depreciated over 27.5 and 39 years, respectively.

@Meghan McCallum - Are you required to pay a city tax on Airbnb in Chicago? 

Do you close after making 1000, 2000, 10000 calls to potential sellers?

A self-directed 401(k) plan offers the small business owner one of the last significant tax benefits.

Or are holes after move-out just part of the cost of doing business?