@Marcy Moyer love the strategy and wish you continued success. I feel like for California investors, we don't quite see the same cash on cash returns in these premium locations. My beliefs are that if I invest in a strong location (great schools, high wage earners and companies, safe neighborhood) with limited supply (especially in the Bay Area), expecting some appreciation over the long run is not TOO speculative. Obviously I won't rely on appreciation to bail me out in the short-term and I'm okay with a longer term horizon buy and hold strategy with these investments. The returns will be driven by debt pay-down and longer-term appreciation.
@Jonathan Pflueger
My endgame is to build wealth over the long run and I agree with you on the Bay Area being suited for this type of play. My belief in the Bay Area is driven by continued growth in population driven by tech company growth, large demographic/population of high wage earners, and that the Bay Area will remain the primary tech hub and attract out of state people.
I don't plan to sell in the next 5 to 10 years, and I am willing to hold for the long-term. That's why I'm also attracted to owner occupant strategies, where I have the option to send my kids to a good school if I don't move out (since these premium locations have great school ratings).
I’d still like to hear your thoughts on the right metric to track here? It seems too unsophisticated to just look for breakeven cash flow given that this doesn't allow you to compare investments across different properties or even other investment classes (e.g. stocks, notes, etc.)