It’s also worth noting that Waivo is a sister company to Proper Insurance, which I use for my STR.

Given what you’re looking for (affordability, cash flow, and the ability to add value), Detroit might be worth looking into.

Start by reading Rich Dad Poor Dad and Set for Life to shift your mindset, and remember that your first deal or breakthrough networking moment will boost your confidence.

If you're insuring a home to replacement cost, insurance companies don't care about appraisals or what the home is worth.  

I vetted you 2+ years ago, after hearing your affiliation with Avery Carl's STR nonsense if I am remembering correctly-- I dropped all interest. 

Is it worth it?

Remember to split the expenses and depreciation based on how much you rent it out versus using it personally. 

You'll want to enlist a CPA on this to assist you- Repeating the above for Cancun, since it's a vacation destination already, I'd almost guarantee you that you cannot write it off 100%In regards to travel, it's also important to remember that even if everything is used 100% for business, the IRS classifies business expenses being valid if they're "ordinary and necessary".

Let him take the stuff because it is not worth your time to store it and then sell it.

I’m interested in how others evaluate and track down these kinds of properties, especially from a distance.For example:When looking at distressed properties in other states or cities, what are your main indicators that it’s worth pursuing?