Typically for out-of-state investors, larger markets with more stable job and housing markets tend to be less risky.

My house also has the "Guest Favorite" badge.I did a general search as a guest and saw that my property showed up on the fourth page of results which I am not sure if it's too bad or not.I also joined VRBO last week but no bookings yet.Should I be worried?

However I may need more cash to give to rent to own as a down payment to move into the house after their investor purchases it.

You will get more for it" and the prospect would proceed to tell him everything that was wrong about the house.

This park not only brings in more tourist but also due to add 15-20k permanent jobs in a market that housing wise cant handle that big of an upswing.

I bought a house and have three roommates living with me.

I am a first time homebuyer looking to house hack in Chicago and I have an almost 800 credit score, but I don't really have much saved up beyond my emergency fund for a down payment.

I have 10 acres of raw land that I purchased to put a house on that already has a well, power and septic available. 

My other concern is that he is claiming this to 1-stay in the house somehow or 2- withhold rent.

I haven't really exactly figured how much I will need for the business, but I imagine $25,000 would be plenty initially.As a rough estimate, I imagine if I put 20% down + 5% closing costs on a $500k property (what I consider to be an average/nice house in my area), that would still leave me with $165,000 in savings.