We've had clients change their offered commission numerous times during the course of a listing thinking it would make a difference - our experience is that above 3% or with a BTSA (Bonus to Selling Agent) it doesn't have a measurable difference - the Buyer is generally in control and pushing a client towards one home or another based on your payday may land that agent in hot water later.

@John Smith, 1031, death, a charitable remainder trust, possibly a 721 upreit (although that only acts like a 1031 and defers temporarily),  and possibly a sale and a purchase in the same year where you cost segregate the purchase and take whatever bonus depreciation is available (again though a weak substitute for the 1031 exchange).  

It reminds me of executives that drive a company in to the ground and still walk with their $40 million dollar bonus. 

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Talk to a CPA, but there are things like capturing bonus appreciation.

Secondly, if this strategy qualifies for the STR loophole, would I further be able to run a cost segregation study on the unit that I plan to STR, in order to take advantage of bonus depreciation? 

Because you can build a house with an attached guest house, then just seal off the door and have 2 houses.3) If you have to have chickens then you need to move on because they ain't gonna change that easily4) If the random crap bothers you, also move on5) You have your extra structure already in the old cabin so that's a bonus. re they making you tear it down.Sounds like way too many restrictions for me, especially out in the country on a 5 acre lot.

On top of that you should also negotiate a per door bonus with the provider for signing up with them on the front end.

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I think since the tax year still benefits from the 80% bonus depreciation, taking a few extra thousand in bonus isn't worth the risk of additional scrutiny by a tax court.