Are there issues that you think you should avoid regardless of potential for discount? 

I always a little under my target amount ( a month interest and half the cost of the attorney) so they can negotiate. 

At that class of property, the turn overs are costly. 

It sounds like you're dealing with a potentially suspicious situation. 

I have a potential deal on the hook however, the property has been neglected by its previous and current owners and the current tenant isn't the cleanest.

I would say it depends on the cost of the STR.

Communicating timelines and expectations upfront can help prevent losing good prospects to other properties.I'd say it's a potential red flag if they want to sign the lease without viewing it.

Happy to chat...being a local GC takes out a lot of the risk of the biggest variable for most investors (unpredictable rehab costs) and also allows you to consider more options than the average investor, with your rehab costs being significantly lower.

They have carrying costs.

Seems like a property that isn't going to appreciate rapidly so cashflow will be vital to its investment potential.