I am confident in that market.I am okay with the challenge of it being harder to manage a few different units at the same time - and I would be on-site at least for a year.Investigating the market is simply a time and money aspect.

That is not trueAlso How confident are you it’s a good deal?

I’m looking to retire so I can travel, fish, drink wine, and generally have less worry and responsibility.  

Hello,How do you build the self-confidence to approach a property owner about buying their property?

The Wheel has generated a lot of buzz including being named the Travel and Leisure Magazine's 12th best diner and the owner, Savas Logothetides, is very involved in revitalizing the downtown.

I have had some luck with MTR's as well, either direct booking or FurnishFinder, for seasonal workers, traveling nurses and snow birds, so thats something you can look into as well. 

The hard path is the one least traveled and most rewarding.

I would look into buying a condo and renting out the rooms to midterm renter like traveling nurses.

So, here goes my advice:[Since you already have confidence in the sponsor and know their work, you have made the due diligence easier.]

@Taz Zettergren to be honest, I too like the Little Rock suburbs more than the B-ham area.I have been more active though in Bham because I really found a great team of agent/PM/Lender in that area and I feel confident in their ability to get me a good deal.Unfortunately, I cannot seem to find an agent/broker in the LR area that gives me that same vibe.