Those things will increase supply, which will reduce rents.Rent control is an absolutely asinine exercise of government power.

As it stands, due to the first paragraph, I only entertain these scenarios at the point in which the tenant/buyer/borrower is ready to exercise their option.

Obviously I would still exercise caution with how much of the total allowable I borrowed, but I don't want to limit myself with a lesser available amount. 

I'm looking at it for an exercise in house hacking, having graduated from my 3-family in Boston. 

I've added a comment below that I've posted on similar questions from other BP members;The lender can exercise the "due on sale" clause if the name(s) of the buyer are not the same name(s) as the members identified as the owners of the LLC.

At the end of the day, this may simply turn out to be an exercise for me to see how to approach a seller on seller financing.

Like alot of things in life it easy to make excuses why you shouldn't do something or should wait to start something until later (investing, dieting, exercising).  

Or maybe that's negotiable.Lease-Option\on-To-Buy (some call it Right of First Refusal) : this is at any time or specified times for a specified price a tenant can exercise an option to buy the property.

As far as the purchase itself, from a buyer side perspective be prepared that even an approved short sale will still take a little while to get re-approved for a new buyer, so you'll have to exercise some patience.

If you do leave your home town you might not be able to exercise your RE license outside of the NY state.