One thing I gain from your breakdown is cash on cash , over years can significantly be reduced, if the ratio of rising rents versus expenses and capital improvements are out of control!!

They have an "Alternative RE Investing Strategies" meetup that would be worth attending after Covid-19 is under control.

A single family property probably will have the least headache, and you have a better control than condos.

Summation:  There is no protection for property owners from the appraisal industry where there are clearly people who want to control the price of properties and hold the keys when people are trying to buy or refi properties. 

I’m not big on sharing, so I’d eventually buy them all out and take full control of the property.

Over the past 8 years my REI journey has evolved and changed but one thing remains - buy in a great location and never sell*I personally feel like I am in a very crucial point in my life where I can live comfortably juggling both or really set myself up for long term wealth to take care of my parents, family and give back etc.

Many will cover water, pest control, repairs to the roof and exterior walls, fences, landscaping, maintenance, security, insurance, some cover cable and internet.

Unless you invest via an LLC owned by the IRA, you will not have checkbook control over the funds which means you need to run transactions (e.g. income, expenses, etc.) through the trust company who will need time to process the transactions and generally charge fees for each transaction.

I would say daycare is probably a need unless you have another option (parent staying home, family childcare, in home daycare, etc). 

I have 2 grandfathered rent controlled.