Have you considered short term rentals as opposed to house hacking? 

Also, I would say honest direct conversation about where you were going with the property will help the long term tenants understand what the future looks like.By the way, why did you choose Ohio as opposed to investing locally in Colorado Springs?

You will get sent crazy high price deals that the agent wants to sell as opposed to fitting your requirements.I'm glad to hear that there are agents out there that know what a deal looks like.

For example, if the usual hard money structure is 90% of acquisition and 100% of rehab so long as the total loan amount is less than 70% of ARV, then I would expect, due to lack of experience, that you'd be looking at 85% of acquisition (as opposed to 90%). 

With the recent election, one council member is somewhat opposed to STR (or more strict regulation) whereas a few of the others (as well as the new Mayor) seem to support STR and trying to find a path forward to support STRs and affordable housing.

If it's both then I would be paying around 45% of my profit in taxes which would definitely push me to continue BRRRRing as opposed to flipping.

I'm not opposed to keeping the units as LTR. 

Rental in FL has equity of $280k (mortgage of $200k) We would also like to structure as a business or trust as opposed to reporting everything on our personal income.

Most of the people I call have multi family units so it allows me to ask about helping them out on the rental side which would be another value add as opposed just asking if they are buying and selling.

They would still not pay it all but we only ended up having to come out of pocket about $5k as opposed to what they were initially trying to get us to pay out of pocket.