2nd circling approach in IMC fatal accident at this airport in the last couple of months. Both aircraft crashed into populated areas. Might be some new restrictions coming to Gillespie Field.
I have noticed that many of the airplane crashes in that area involve an amateur pilot who is also a medical doctor.
As a San Diego local, I was very familiar with getting in and out of Gillespie. A visiting pilot on a faster moving Learjet has to make decisions a bit faster than a C150.
See the link for a satellite view of the field.
Here is a link to the terrain map to understand the geometry of base leg and crosswind (takeoff) turns.