Hi Zackery,
I'm 9 months into my first househack duplex here in NH that I purchased with an FHA loan.
My first mistake would be thinking I wasn't ready or that I couldn't afford to purchase my first small multifamily property to househack which was something I knew I wanted to do long before I ever actually started educating myself about real estate or new that househacking was a term for what I wanted to do.
Second mistake would be not looking into an FHA 203k loan as I didn't know much about that loan product before I decided to jump into my first property. The 203K loan allows you to purchase a property that does need work and adds the construction cost into the loan while still only putting down 3.5%. The loan will require you to get a 203K consultant which is someone who will help you manage the construction of the project along with come up with a scope of work. The mortgage lender pays the contractors directly after proof the work has been completed. I'm not an expert so I would do your own research to verify and learn more information, but that loan product could allow you to get a deal on a property with a value add component without being handy. My property though livable did need a good amount and I'm still working along with spending alot of my own money to complete these projects. I am very handy though so I've been able to do a majority of the work myself.