The cashflow should cove ALL of the expenses for the primary (mortgage, taxes, insurance, utilities, etc) AND put money in their pocket.

My preferred options are:1. house-hack with a duplex under ARV; live in one unit => renovate => rent the other unit2. buy a SFH under ARV that could be converted into a duplex (preferably adjacent units vs top/bottom) - I'm assuming the biggest challenge with this strategy would be separating the infrastructure for utilities; and costly.

Also, why not utilize section 8 on this one?

If you're considering mobile homes, the first step is checking zoning laws and utility access since some areas have restrictions.For resources, Mobile Home University is a well-known starting point, and local mobile home dealers can offer insights on placement and financing.If mobile homes are allowed, you could either rent them yourself for higher returns but more management or rent out the lots for steady cash flow with less work.

I've been part of a mentorship group for the whole time, I built a deal team and I've been looking at purchasing a cash-flowing business utilizing SBA financing.

Utilize financial analysis and market research to make informed investment decisions.

However, I’m unsure about the utility of having two paid-off rentals 25 years from now.

However, I’d like to have a space of my own before living with others again (I plan to house hack again with my next property).I’m seeking advice on how to move forward, as I need to consider things like utilities, taxes, landlord/umbrella insurance, and managing the property, especially with someone renting my garage.Specifically, I’m curious about renting out individual rooms and living on my own for a little while.

Having family with trades is a huge benefit, even if they don't do the work, utilize them as a resource. 1.

@Jennifer Fernéz I run a property management company in Winston-Salem, NC (shameless plug: North Star Properties) which utilizes Buildium.