I would let them know that an eviction is not just another collection item on their credit and it will be a very large red flag for future landlords and other credit grantors.  

Yep you guessed it the new owners had the trees cut down and all roots removed.   

When interviewing them, what are some red flag answers that would have you running the other direction or even just a bit concerned? 

When interviewing them, what are some red flag answers that would have you running the other direction or even just a bit concerned?

Get the Schedule E for the property, see if there are any red flags.

My last job was with the American Red cross which i held for about 7 years.

While it has been relatively good in terms of rates of returns, the markets have been red hot and finding the same type of good cash flowing deals has been difficult for now. 

So things that are a red flag for me may be fine for someone more aggressive.1) Portfolio matching: (takes 30 seconds per deal)a) Have an educated opinion on where you think we are in the real estate cycles (financial and physical market cycles)b) Then only then pick the strategies, capital stack, and specialized asset subclasses that make sense for that opinion.

From what I can gather they are bringing in an income of over $30k+ per year before expenses.What kind of red flags should I look for with a beach rental?

First off two weeks from potential purchase and not knowing what a property manager would cost is a red flag in my opinion.