If it pays for itself, it provides you with a "free" place to live during the off-season.

At that point the unit becomes no longer tenable to rent from an owner perspective as it is actually COSTING me money to have someone live there.

You don't want to lose your rate on the house you are living in now unless you want to sell it so since that is an owner-occupied, you need to stay there and save up the 20 percent for the second property based on what you said.

I have spent the last few years working in the Pre-Fab ADU space and now working with a company called Live Near Friends and help people buy real estate with the purpose of living closer to the people they care about. 

I live in an expensive market (Long Island), where breaking even or cash flowing on a property isn’t really possible right away.

Success stories are happening every day,  I have clients breaking record rents on house hack more so than ever.  

I don't live in CA, and wasn't aware of the Prop 13 passing to the next owner if it's parent to child and both live in it as their primary.

Yes, House Hacking seems like the most ideal option when considering my first investment (open to other forms of ownership, such as live-in flips as well).

That growth is unevenChase JordanFri, January 24, 2025  The ever-growing Charlotte region is home to 3 million people, but the population is projected to swell by more than 50% over the next 25 years, according to local researchers.By 2050, some 4.6 million people will be living in Mecklenburg County and surrounding areas, the Charlotte Regional Business Alliance said in a report released Thursday.

I still watch them sometimes since every day, while eating lunch at work, I watch real estate-related videos on YouTube.