I'm dealing with a similar situation, but based in California. 

here's the shortest version on my situation:1) bought a house for mom in 2005 - she lived there til 2011 (not nearly long enough) did not charge rent2) rented the house maybe 4  intermittent years between 2013 and 2018; filed taxes accordingly with 'income' and 'depreciation'3) lived in the house between 2018 and 2023 when I sold it: almost exactly 5 years to the day 4) cash (after closing) was @ $240kA friend suggested that I may need to repay depreciation? 

I don't know much more about your or the property to make other additional comments or analysis on the situation.

Insurance is highly specified to the situation, individual, property, etc. 

Nate,I would recommend speaking to an Independent Agent that represents multiple companies. 

Since they want a statement and not a screenshot, I cannot simply add my wife's name to the account.Has anyone dealt with such a situation before?

The reason the content I am studying won’t point me in the right direction where to start, is because I am in what is apparently a unique situation.

As far as Steven’s journey goes, I would definitely encourage him to check out multiple different strategies and see what aligns best with his desired goals and capabilities (access to capital, time, etc).

I've thought mostly about getting a place with multiple beds or multiple units and doing rent by the room.  

This isn't my situation, but one of a family member who has asked me what I think.House is owned by family member, let's call this the RentingFamilyMember.