Authorial sympathy in Pynchon's novels always lies on the "transcend all questions of power," countercultural side of the struggle; that's where the good guys — the oddballs, dropouts, and hapless dreamers — tend to gather. But his books also dramatize the perception that resistance to domination can develop into its own regime of domination. The tendency of extremes is to meet, and perfection in life is a false Grail, a foreclosure of possibility, a kind of death.
Pynchon's novels consistently portray authorial sympathy with the countercultural "transcend all questions of power" movement, where the protagonists — the unconventional individuals, dropouts, and dreamers — are central figures. However, his works also explore the potential for resistance to domination to become its own form of control. The inherent tendency of extremes is to converge, and achieving perfection in life is a fallacy, a limitation on possibilities, ultimately leading to death.