Growing up in San Diego, I watched the price of housing climb alongside the ever growing number of tents that could be spotted under highway over-passes. My family was priced out of the market, but we had the marginal fortune of being able to afford to move out of the city and out of the state. The housing market in San Diego is not an anomaly in California, nor is the significant presence of people experiencing homelessness, which is why the city should be studied to better understand how to handle these concurrent crises. Particular attention will be paid to the experiences and attitudes of both the un-housed and housed. Finally, recommendations for future actions and policies will be discussed.