Hey @Andrew Singer - To be completely honest, I've found it hard to find a Chicago broker that I know, like, and trust, but importantly will keep working for me on a regular basis (quarterly minimum) to review and look for potential savings.I have a couple of good guys, but no one so far that is a grand slam. 

I would not pay points I pay off early is the grand plan then power save buy another one ASAP .

Many podcasts I heard on this site people made their first 40 grands using tax sale and did that for another 20 years (DM me and I’ll text you the podcast number), but what you hear will be all discouragement.

There are dozens of properties/resorts along the Grand Strand and they all have their own guidelines and quirks. 

You might be better off searching for RGV or Rio Grande Valley investors

A few grand in insurance would have saved the property owner several hundred thousand dollars.

The grand majority of towns wouldn't be impacted by that, and many areas would fall within county jurisdiction, and counties tend to be quite flexible and non-restrictive toward STR's- for example parts of Greater Sedona and Greater Cottonwood. 

My first SFR in the DFW area (Grand Prairie) was in a good school district with almost no rentals.

Here to introduce myself! I'm a REALTOR® with Remax Platinum in the RGV. I have 6 years in the business and serve on the board of our local realtor association. Currently focusing on bringing in new investors into our...

I really am not excited about moving to the condo for 2 years (miss my kids/grand-kids in the midwest).