Other types of insurance required can be “worker’s compensation insurance” and “builder’s risk insurance.

A co-worker of mine is selling her condo (which is not listed on the market) and is allowing me first dibs. 

Get a friend/relative/co-worker to rent a room from you?

I doubt many tech workers are located in that neighborhood. 

Other introverts will feel comfortable with you and that could actually help your journey......more important qualities are honesty, integrity and being a harder worker than others.Just be yourself and go get started.

I’ve worked for some group home providers where they employ a maintenance worker who handles some of these issues (usually if the have multiple homes in a specific geographic location) and I’ve worked for homes where the handiest employee fixes things and that option doesn’t always have the best outcomes.

Insurance and LicensesThe Subcontractor agrees to maintain:General liability insurance of at least $[Insert Amount].Worker’s compensation insurance (if applicable).All necessary licenses and permits required by law.6.

It's a tough business, but admirable! 

Buy a new primary and rent rooms to relatives/friends/co-workers.

i understand a true duplex might be a lot more expensive, but i think it's at least worth continuing to research and keeping an eye on.and sticking to my original point, OOS can be tough.