Next level for you would be to do some spec building and scale from there.

I think it is 100% contingent on the maturity level of the people involved.

That doesn't necessarily mean the level of finishes - flooring, cabinets, countertops, fixtures, etc - will be same as your own home or your other apartments.  

However, with historically higher cap rate properties I would NOT be buying when the cap rate is low, I would wait till the cap rate comes back to its higher historical levels.

The Tenants policy will defend them on a covered claim.You can have your agent run a quote on a couple of levels of contents coverage and send it to the tenants. 

It sounds like you have experience, but that level also plays a role. 

And stepping outside that box is a risky thing these days.So you'll need to watch out for that as well as the extra level of protections necessary to secure the property for you and either provide a profit incentive to the unrelated party or protect them from a taxable event.

It's an entry level home and in this market, that segment is white hot.The agent not only ignored the expiration time on the offer, but the next morning after the offer had expired asked for it to be resubmitted without the escalation clause in order to "be fair to everybody", which is a load of BS.We did resubmit. 

I feel that based on my interaction with them, that they would be responsible pet owners, although pets always incur a level of damage.  

I would have it listed and see what the level of interest is.