Assess if you have enough time for tasks like tenant screening and maintenance.Expertise: Professional managers know landlord-tenant laws and property maintenance best practices.Cost vs. benefit: Weigh management fees against potential savings and efficiencies professionals might offer.Property location: Distance from your home to the property matters.Number of units: More properties increase management complexity.Stress tolerance: Consider your comfort level with tenant interactions and problem-solving.Long-term goals: Professional management can free you to focus on expanding your real estate portfolio.

You need to drill down deeper, R-2 is single family as well as R-3 and R-4, they are multi family in the sense of being more than one unit, R-1, but the federal designation does not change until there are 5 units or more.

I feel like renting out multifamily is what I may be looking for with this, if done right can give me cash flow, I can hire a property manager at some point and I am friends with a lot of home improvement companies, and I could either use some money I have saved up to put a down payment or home equity loan for some % I am comfortable with and pay both off as fast as I can and repeat.

I would recommend only using a short or mid-term rental house hack for a 2-4 unit property or a house with a detached ADU for your security and the comfort of the guests, which will make it more profitable.

What I'd bring to the table would be researching and sourcing properties, cash for down payments and other expenses, and design and some finishing material sourcing.

@Noah Bacon, does the tool kit include design, pricing, bidding, and management features or just the HD Elite discounts (which for some reason do not kick in for me)?

Websites like Architectural Designs, Houseplans.com, and The House Designers are popular choices among real estate investors and builders.

Some people are not comfortable with older product.  

This would make lenders more comfortable lending to you, but it may be a harder sell for the family member versus just a promissory note.3.

It will have to be professionally designed.