Once I put it up for rent I don’t have the time with my w2 work schedule to physically show the property to tenants to be rented out.

I appreciate it If you decide to approach your tenant about them purchasing the property I recommend you contact a mortgage broker first to let them know what you are considering  Your objective is to get an idea on what the potential rates they may charge your tenant when it's time to exercise the option to purchase. 

Note: I am under the impression that me material participating in this exercise will fall under the "Real Property Development or Redevelopment" activity, thereby allowing me to cost segregate the home construction cost.

But you know, it’s not only the “hard, physical stuff that falls between the cracks.  

Any RE agent advising to you that this is an option that you should exercise in order to better afford a home should have their RE license revoked for violating their fiduciary responsibility to you as a client.

I completely understand that it's not worth the hours to physically do all of the work yourself taking time from investing, for what you'd pay a PM.

If rent is not paid physically at a branch (i.e. it is paid online or via bank transfer), the date of payment will be considered the date when funds reach our account.

There are good deals to be found in any market and you want to have a deal that you can physically visit regularly.

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Sometimes issues can go unnoticed and get much more expensive if you can’t see the property physically for long periods of time.