If you can't keep control of your personal finances, you are highly unlikely to succeed in real estate investing.

He would have succeeded in any market.

It's possible that you're the 1 fellow out of 100 that succeeds on a project like this, but it's 99% more likely that you're not (no offense intended).  

I recommend a more organic approach of meeting other local investors, genuinely taking an interest in what they're doing, and genuinely trying to help them succeed.

Plenty of appraisers have little to no experience in STRs as this asset class (if one wants to even call it that) is relatively new in the REI space, and thus, the method suggested above is probably not that likely to succeed. 

Buying in low barrier markets for cash flow is a good story that lots of people are sold on but historically those who succeed buying in these markets  benefit from an appreciation event.

Think about your goals, what YOU personally want to achieve, and make a plan that gives you the best odds for that to succeed. 

If you can't keep control of your personal finances, you are highly unlikely to succeed in real estate investing.

Network, meeting more people in Delaware trying to succeed in real estate.Sincerely,A truly motivated investor

For this one person who will succeed, there are probably 30 who would not do the homework and never moved forward.The big gain will be he will have a system that he can replicate and Scale.