The question if such leverage is utilized can he weather any deflationary period?

There is a 1 bed efficiency guest house on the same lot that we have just listed as an STR.

During this 24-month period, the property must be rented to another person at a fair market rental value.After the 24 month period your sibling could convert it into a primary residence.

However, there is no specific holding period contained in the tax code or regulations and there is no "safe harbor." 

If it is a credit/equity line, you could provide a lender letter that the funds are available immediately for funding - and cured any recission period. 

If you’re doing updates to a property, they can provide you with a list of qualifications to help your property be more energy efficient maximizing tax deductions.

That strategy actually makes your lead management team much more efficient because it outsources the mind-numbing tasks to the robots and lets the humans focus on what humans do best. 

So the incentives don't truly align so you have to REALLY want to make it happen and likely do several deals to create efficiencies.

If you want to quote out high efficiency boilers for six Tripple deckers for example requiring installation of separate gas, meters etc. etc. - that might be a situation where you would want to work with a contractor directly because you would have lots of different options with widely varying costs.

Managing properties locally is simply more efficient as I get started.I’d definitely be up for discussing this further and exploring potential synergies.