I also think many buildings I view are super outdated and I view the landlords as just milking the buildings and not putting money back into them so I view it as buying someone's else problem.

if you are trying to sell the property to a Fix and Flipper, there is no deal, as there is no meat to make a profit, now if you are selling the property to a landlord, you have to run your numbers to see if they can cash flow.Otherwise, use your time wisely and find another deal

I usually come in representing myself as a big time landlord (although I am not). 

And which terms should I include in the lease to be protected as the landlord?

I don't think they have the best interest of the Landlord.

And check that previous landlords are actual landlords no some friend pretending to be, it happens.

Right now, you are building equity for your landlord (as a landlord I thank you), but with a primary residence, you build that for yourself.

Unfortunately I dont have much advise but it was always My understanding the primary intentional of Landlord insurance is the access to their lawyers rather than the amount of money they cover.

ShivaniTake a look at your landlord policy and see if these things are covered.

And SB9 lot split is only applicable to R1 zones making multi family land less attractive.