I realize every lease is different and factors with regard to the location, traffic count etc all play a roll but I was really trying to hear about what sort of protections to the property owner was realistic to get from the billboard company.

I do not think it is realistic to think that you can ask the tenants to put out their boyfriends and they will actually comply.

On the other hand I'm not sure a new investor can realistically expect those returns in some markets. 

If I were you, I would make my primary short term objective to analyze as many deals as possible to understand what is out there to come up with a realistic target.

. $75,000+ rehab costDo you believe an investor will just sit on this property and not consider a realistic offer?

Totally agree, my problem is that I'm a complete control freak and think I need to have everything figured out in order to move forward but that's just not realistic.

@David Martin Jr Just make sure you have your rehab costs drilled down and you get a realistic look at comps. 

Long term, I would like to just keep buying and holding, I would like my W2 job to be a supplemental income with my real focus being in real estate, and if I do decide to quit my job, that will hopefully be a realistic option on the table. 

I would say if you are trying to wholesale, make sure that the end flipper can make some money and your ARVs are realistic, that should be your target acquisition.

Is this realistic or even how it can be used?