I would think that if the tenant is paying for the addition, they would want to have a minimum of a 5 year lease, if not a 10 year lease in place in order to pay for the improvements.As in any real estate investment it is risk reward, I think with the current market and a stable vet tenant, that if you can get a 5+ year lease, it would be worth it to let them expand.If you are worried about value, you could always talk to a commercial real estate appraiser.

You could also possibly partner with a relative who knows / trusts you to make up for any shortcomings you may have.After that, presuming you have good credit, you can go to a mortgage broker and they will evaluate your credit and financial "worthiness" against their requirements for their lenders to lend to you.  

Also looking to connect with:- professional real estate agent in Cleveland- a property manager in Cleveland (maybe someone can recommend?)

My next question is a simple one: through circumstance, we will almost certainly have real estate holdings in two states (Georgia and likely Pennsylvania).

I recommend finding an accountant who specializes in real estate taxation and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

Hi, My name is Dorien, I am an experienced investor involved in wholesaling, to include all types of real estate development.  

I extremely passionate about real estate investing for the focus of my sole income to provide for my three  children.

Use accounting software and hire a real estate accountant to do your taxes. 

Starting a private money lending business can be rewarding, but it requires careful planning and a solid understanding of the real estate market.

This is a huge disservice to the real estate investing community to post this drivel!