I guess my other question is wouldn't cash flow potential increase over time as your mortgage cost (the interest payments) decrease and you can increase rent. 

Does the billboard company have the right to terminate the lease if a structure is built that blocks the sign or decreases the visibility?

And you don’t want to pay them off because that decreases your return of equity.

Increased rents and decreased costs!

.  -- I house hack with $2135/month rental income from housemates, so my cost of living is pretty low and will decrease with time.   

@Leon LiMostly, What i have is a few questions that may help you decide or enhance the overall structure Lower Rent:Can your business afford a rent decrease still keep cashflowing the property?

This will increase the monthly payment however which decreases the cashflow of the loan. 

My thinking is that there is room to raise rents, perhaps screen for better tenants that take care of the place and decrease the maintenance cost and get the NOI up above $100k/yr.I would appreciate any advise that anybody has to offer whether its something I am overlooking, something I should look more into or what your thoughts are regarding moving forward with this deal or not.

- Annual Rent increase\decrease for the market. 

If there's a positive side, a housing crash decreases homeownership, pushing people to turn to renting - increasing the supply of potential tenants.