Plus is complicates a lot of issues, more documents needed for title, etc.Now they can do all those things, but most people are too cheap to do it correctly, and all these people telling you to do it yourself, probably don't know how to run the LLCs correctly to stay out of trouble.It's not all that complicated, but it does take some work and a good attorney will guide you thru all this. 

has to do with program and some the people over complicating it.

@Jon Dawes the best technique here is to lean on other investors in your market. 

Currently, I find myself in a situation where a significant sum of my cash is held up due to complications between these entities.

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-Ana  Foreclosures in New York on average take years. since its a judicial state the courts will notice the foreclosure sale dates in the jurisdiction. so you can also check with courts/local sheriffs office That what I thought too but figure I would ask :( NY makes everything so complicated will definitely she local sheriffs office thank you!

or making it too complicated. 

So many make it more complicated than it is.

If more than 3 years has passed since the rental license was last active it becomes more complicated.

I think your proposition would sound complicated and hazy to most investors.