Let me start by saying it is great to have an article by Dorothy Kovach whose thoughtful comments are always welcome on the William Lilly horary list. Giuliani is an interesting man. I believe that the British astrologer Charles Carter regarded Sun conjunct Uranus as indicating willful and dictatorial traits, as in the charts of Saddam Hussein and Ted Kaczynski as well as Mayor Giuliani.
Giulianis transits this year are quite telling. Transiting Pluto opposes his natal sun in 2000, consistent with a diagnosis of prostate cancer and the radical transformation that ensues from such an event. Transiting Neptune opposes his natal Pluto, also warning of occult health problems involving the organs of reproduction and elimination. Transiting Saturn conjoins his Venus, indicating problems in his love life. Transiting Saturn also squares his natal Jupiter at the same time that transiting Uranus opposes his natal Jupiter, indicating setbacks and sudden upsets in his aspirations and professional life. His natal Jupiter conjoins his natal Moon, so transiting Saturn also squares his natal Moon and transiting Uranus opposes his natal Moon, suggesting domestic difficulties and separations from significant women in his life. The clear symbolism of these planetary aspects is playing itself out in the life of this colorful public figure.