If you have time, as an alternate to number #14, could you simply put a circle below the pin in green, with the pin hovering over the center of the circle. It would imply the pin as the startup in a city - the circle. Eliminate the wifi bars and remove the white dot in the pin.
Then make the font more like this logo's
http://www.cubancouncil.com/work/project/betable Finally make startup black and then maps the same green as the city circle.
Thanks!