What would you do?

[Jimmy Tracks]

So I’m new here. I’ve been in a dilema for about one year. I sold my property a few years ago and have about $300,000 from that sale. I’m currently staying with family but I need to find my own place. And, I’ve always wanted to buy a property to rent out and have some cash flow. Also in the long term maybe have 3-4 rentals. Being here in San Diego it’s a tough market. Should I put all that down to find my primary then later maybe search for a rental property? Or is now the time to find that rental and put some of the cash down while also being able to find my primary residence? Is it doable?

I can’t afford too much. I’m looking for about $2500 mortgage (p&i, prop tax, hoa) for my primary. 
Should I just rent for now while I leverage that cash to set up my rental prop then find a primary? Or just go find a primary and put all that money down? Not sure what to do. 

Sincerely,

Confused