We are keeping our current house as a rental.

I would mention the damages to mitigate more however and let them know you will be doing inspections in the future because of what you found unless you are always in there anyways bc things keep breaking anyways. 

I also have camera's on many of my multi-families so that helps(only on exterior)Keep pushing man!

Keep in mind I started funding TK providers in 2002 and have done over 4000 of those deals for those companies over the years so pretty familiar with the model.Also keep in mind many investors simply wont partner with anyone they want total control..

We then will either sell or keep it as a STR depending on what makes more sense for us. 

I would keep rent a little below market, then split the monthly bill between the tenants on top of rent.Old houses in cold climates get expensive in the winter.

Keep this in mind as you interact with them.

If this keeps reciprocating well with the community, I'll keep doing them.

If you ever decided to sell the building but keep operating the business, it makes it much easier.

Would a cash-out refinance to free up equity and keep growing be a smart move, or should I focus on paying down my existing debts?