With your son riding a bike, your office + shuttle having space for bikes and the parks not having flat surfaces, have you considered going with a bike?
Right now, it sounds like a kick bike for you. There's a distributor in San Diego if interested.
And I think you're right, hurric9. I couldn't find the Micro Downtown on the US website. Well, at least at the date of this posting, the Micro Downtown has gone poof!
If considering a polyurethane wheeled kick scooter, this looks like a candidate with wide handlebars, like the Downtown. It looks like a good price, once they come into stock.
If considering the A5 DLX, Also consider the A6. It's got a nice low deck height, like the A5 DLX.
As far as your parks and sidewalks not having perfect/flat surfaces, if they are mere cracks and get bumpy, a simple quick lift of the front end or just walking your scooter through the rough area will do.