Your new place should turn into your new business location as well. 

I'm not saying I would do this, and I haven't done the math yet, though I think I could get a normal policy with hurricane/wind as well as the prosper policy for less than it would cost to add wind/hurricane to the prosper policy.

I own 2 STR units in condotel buildings in Waikiki, both are doing very well.

@Stuart Udis your absolutely right, as far as the market my biggest issue is that I don’t know that area very well and neither does the agent that is helping me.

The company is as well.

Even better, I might be able to snag it well under market value since it's an estate sale that's been sitting on the market for nearly 200 days.Here’s the challenge: while I could afford to purchase the property under market value, I’d be stretching my budget thin to cover the mortgage during the period I’d be remodeling the basement to make it rentable.

One year after I used that property to pull a HELOC and this year used that money to purchase an off market 4 family property in Clinton for well under market value, which I just recently finished all of the repairs and upgrades on.

I have seen some with keurig and some with just a regular drip coffee as well. 

We specialize in helping investors access opportunities in both residential and commercial markets, leveraging our network and industry knowledge to identify high-potential deals.

@Hunter Duplantis what @Gino Barbaro said is exactly what I was going to suggest.When you have vacancy is the time to experiment and apply your original thesis.I’m not trying to play Monday quarterback here but, you should be highly confident in where the rents should be well in advance of having a vacancy.That being said, after confirming competition rents on websites (I’d also recommend Craigslist and Facebook marketplace), you should be in alignment there.