Also, providing value to others at a high level will pay off for you in the end if you stick with it.

I know a lot of Chicago investors are here too; but if you were in my spot would you recommend Chicago as prices are too high and I have never been to the city moving next year.

I've heard nothing but complaints from customers AND their franchise agents reegarding the quality of their 800-number service center. 

I am in Florida and we have a strong STR market and most of my buyers bought at high rates and using AirDNA we were pretty spot on for the numbers and we were successful in being profitable.  

You can go to Redfin or Zillow and see the level of finish houses with short DOM have in the area, can you at least match that quality?

I always carried high deductibles and insurance was more about catastrophic events.   

We have worked with them and have had great results. highly recommend

We were initially looking out of state for a potential move and or investment property just because the property taxes without being able to homestead, plus high cost of insurance, and harsh weather on homes made me feel like it might not be worth it.

If you are in the Tampa area and plan on purchasing there, I highly suggest you connect with @Josh Green.

@Kaaren Hall after seeing your post i called them right away, their fees are extremely high for an HSA that for the most part most people don't have a lot of money in.I max my HSA every year, but if you have a self only plan you can only put about 4k /yr  and if you have some medical bills it's less.they are also very restrictive on taking money out, and no CC to pay the doctor. prior to speaking with them I was extremely excited to see this opportunity you suggested,  but after my conversation I'm no longer...I will look for other options now that I see there may be some, so thanks so much for bringing it up.