A ton of house hacking material on there :) 

In fact, just finished one that I have yet to put on the market. 

I would mention the damages to mitigate more however and let them know you will be doing inspections in the future because of what you found unless you are always in there anyways bc things keep breaking anyways. 

.: I'm very new to this and would love to get your thoughts on this and are there any downsides to the process?

Meaning you can add another unit to your existing structure and 2 more units on the new subdivided lot.

Then plan a date to actively start looking to buy.

Cashflow is not extraordinary because I financed on a 15-year mortgage.

If you can find a seller willing to finance you might be able to get more favorable homes.

@Andy Ptak when jumping into the industry you have a few choices:1) Start at the bottom2) Leverage your experience to convince someone to give you a chance3) Decide between:--- Big companies who will usually start you at the bottom--- Small companies that will more like to a chance on hiring you for an above entry level position.

I was thinking this might work on my property in Redding and can be adapted to a shared housing project for seniors (though I'd want rooms large enough for bed, bath and seating area)  It's my understanding that it is considered a SFR with seperated bedrooms as far as planning.