Hi @Rabekah Siatunuu, great questions! I currently live in a house hack in San Diego. My first house hack was just a SFR that I rented all spare rooms to friends, I was able to decrease my housing costs but was still out of pocket just a bit. As of recently, my strategy has been to use ADUs as part of my house hack. I am now beginning to break ground on my 3rd and its worked very well the 2 times before this. What I do is look for a great SFR on a 6,000+ sqft lot then I move in with a roommate, in this case my gf. Immediately after closing I submit plans for the ADU, this could be a simple garage conversion up to multiple ADUs on one property. Once completed, I BRRR into an owner occupied loan and typically cover all of my mortgage costs and expenses. I hope to do this once a year. My first house hack was just a SFR that I rented all spare rooms to friends, I was able to decrease my housing costs but was still out of pocket just a bit.
The short answer to your questions above:
-Yes, I have had success but it is not as easy or straight forward as other markets'
-I've never found "the one," I've always just looked for one that checks enough boxes to make it work. Then I force it to work through my ADU strategy.
-I would say it is not realistic to expect cashflow but you should take into account the benefit of paying down your mortgage with the assistance of roommates. As opposed to paying someone's mortgage with your rent
Hope this helps, good luck! Feel free to reach out with any questions