San Diego Permit Process

[Christian Johnston]

Hi bigger pockets!

I took the plunge and bought my first property! It's a Triplex with 

1) a 3/1 House with enclosed backyard 

2) a duplex with 1/1 for each unit

Additionally, the back of the garage has been made into a standalone studio that is bringing in AirBnB income. 

Long term my goal would be to add a second story to the garage as a permitted unit (turning the property into an official quadplex. I could keep the studio as an AirBNB or make it a downstairs unit. Additionally, I want to expand the horizontal space of the driveway that it takes up slightly more of the front yard but would fit 2 cars side by side. 

Can anyone provide guidance on how difficult this permitting process would be? I have contacted the city by email but have not gotten a response.