I thought that Obama was still technically part of the later half of the baby boom.
According to Howe and Strauss, he is Generation X. I post heavily on a Forum related to generational theory as an aspect of history, and I concur that Barack Obama is no Boomer.
Howe and Strauss cut the line between Boomers born in 1960 and X born in 1961. His temperament is more like that of either Truman or Eisenhower, acting something like one of the two Presidents of the Lost Generation in their 60s, an "I've been burned" type who distrusts ideology of any extreme. That type is extremely cautious. The underworld-style hit on Osama bin Laden is clearly not Boom. If he must choose a solution out of the Capone playbook because Lincoln and FDR offer no solution, he can learn from Capone without being Capone.
Obama is a pragmatist above all else. He realizes that high-sounding principles can fail either due to their faults, especially being used to mistreat pariahs, exploit the helpless, or violate the divide between reason and nonsense.