However if the roles were reversed, I would feel quite insulted that you feel, I as a seller can't make my own choices.

It is virtually a stress free role and becomes easier and easier the more you do it.

But with the lease purchase considering only closing on the property for what’s left on that mortgage at the time i decide to exercise the right.Owner is willing to pay HOA for two years and payoff Heloc.

Staging is often the role of listing agent often minimum cost or free. 

Contractors play an important role in the overall process.

To throw numbers at this exercise, assuming the IRS/primary lien is 400K, the amount owed to the bank is 500K, and I made a bid at 600K and it was accepted, would 400K automatically go to the IRS to satisfy the primary lien, and then the remaining 200K would go to satisfy the bank mortgage? 

It didn't work out that way, but I did manage to make it through engineering school (I was the first in my family to go to college and had to be my own role model).

Depends on their role.

There are companies that have property managers and then some who have opted to title these roles "portfolio managers" (managing one client's investment property portfolio perhaps), ranging from 50 to 200+ properties.

Employees end up being hired not because they bring great value to the company and clients, but because they fill a role that needs filling yesterday.