Socialists and anti-capitalists will say rich real estate investors are making too much $ if they are offered incentives to deliver a solution.

And, even people who are anti-candy like them because they are easy to re-gift.

Best to get her thinking about expenses from day 1...If she lives for free then all that money will go towards shopping and you're creating an anti-FI monster in the event that you guys get married. 

For one, some of the things you describe are already happening, but on the lending side of the equation (see FHA & some conventional 90 day anti-flipping rule, or 180 day 2nd appraisal & proof of improvements rules some lenders have, as well as 20% over purchase price restrictions).  

I am anti-guru!

Then NYC came up with an anti airbnb task force and then started implementing fines. 

I know a lot of folks on BP don't like his anti-debt stance, but I think most everyone agrees on his foundational principles of budgeting, saving, getting out of consumer debt, and having emergency funds set aside before you start getting into investing.Let's hear about what your current non-real estate situation looks like before we start diving into beach front STR plans.

.* City Council is considering foolish anti-short-term-rental legislation that would be a major blow to the city's tourism-dependent economy (yeah I'm biased as an owner of an STR management company)All that being said, I still think Cleveland is a fantastic place for real estate investment.

Many of these economies are not well diversified (very commodity dependent), a new leader can emerge and go pro or anti business causing challenges to foreign ownership, etc.  

@Dave Jimenez  your wasting your time .... your getting the cart way before the horse.If you have no funds yourself.. you need to find a money partner.. that's all you should be doing now.. selling yourself and the concept of buy low sell high.. what other skills might you have.. you need to really understand construction. and in Hawaii remodel cost are WAY more than other areas of the country.. so you need to get that handled.with the online bidding companies. you need to usually post some fee to bid. usually a few grand.. and you need a REAL POF ( proof of funds) .. and then all the other things you state@Sabrina Taylor  Sabrina want to be careful recommending sub too on homes that are in foreclosure.. while this may be a strategy in your state. on the west coast we have anti equity stripping laws and laws on who can even represent or talk to a homeowner in foreclosure.. so this being a national site.. want to keep that in mind..