We live in Buffalo, New York and manage 3 STR's in The Villages, FL, it is worth it to us to handle the issues ourselves than to pay a management team, but that all depends on how much time you have to deal with any issues.

If something happens and the lawsuit going over the liabiilty limits of your existing policy (e.g. landlord policy, auto policy, personal liability, your personal residence, a boat if you have one..., etc.), then the umbrella policy kicks in and provides that additional amount of coverage. 

If you have a good job and income then you can put the acquiring on auto-pilot and pick up conservative houses that are not exciting but will pay off and produce cash in 3-5 years or longer.You can acquire plenty of great deals with zero down, sub2, MLO and many other ways but it would require being in the business building mode where you market, generate leads, convert leads, have follow up systems, etc. 

Or set up an email like accounting(at)KyleKlineProperties(dot)com and send the tenant a generic looks like "auto generated" notice of the late fee.

Englewood, Highlands Ranch, Greenwood Village and/or Centennial. 

Even remove the option that a 12m lease will auto renew into a month to month.

Downtown (Penn Station) is being worked form all angles by developers, they just recently finished up teacher's village.

Now we have Microsoft, they have bought 315 acres from Foxconn, the village has already approved plans and they are excited.

The biggest issue with auto pulling data is that they don't take into account the outliers in the market.

I saw neighborhoods like Colonial Village, Virginia Square, Rosslyn, the price is already relatively high, is there any up and coming neighborhood?