The closing of this business is what lead me to “double down” on real estate. 

Just be cognizant of point of sale inspections on some of these neighborhoods and inevitable lead certs.

The interior will need to be repaired and repainted.I've done several 1900 - 1920's and while they usually have good bones, the electrical can be underpowered for today's needs, and the water lines can be corroded galvanized or even lead.

This also leads owners to ASSUME simpler is better when it comes to management contracts.

The conversation may lead to some form of "Would you mind if I replace it?"

WARNING: if you do not prepare for this, you can enter a death spiral: deteriorating properties lead to lower rents, worse tenants, more wear and tear, even less cash flow to fund repairs and ultimately erode asset value.I do not mean to rain on your parade, hopefully, this is a helpful long term perspective. 

This also leads owners to ASSUME simpler is better when it comes to management contracts.

And yes, over leveraging a Subto and using "gator" lenders is not only bad practice, but it's going to lead to law suits.He is wrong on so many levels that I have posted extensively on it and it gets boring.

Many of the OTAs and lead gen sites, like Furnished Finder, are pushing credit card payments. 99.9% of the time I get a message from FF saying 'your tenant would prefer to pay by credit card so activate Stripe now!' 

That when decision points happen, you get together and allow them to lead in preference of the actions.