Why President Obama will fail.

US military spending, and military entitlements, comprise more than a trillion dollars a year; http://www.warresisters.org/pages/piechart.htm
Well over 50% of the federal budget is spent hiring, training and equipping, with an unprecedented WMDs arsenal, the massive Pentagon war machine; with no credible enemy in sight as for the last 60 years.
A larger amount of money is spent annually on military pensions, medical insurance, GI bill education etc. than maintaining this worthless absolutely evil standing army; a menace and pariah in the world. Unless the American culture is demilitarized this murderous black-hole will continue to suck the lifeblood and resources of the American people. Of course many Americans are employed in the military industry and America is essentially a warrior culture.
Pretty hard for Obama to take on this 1,000lb gorilla.
I doubt he will even try.

The second area where Obama will fail is perhaps more important. Justice. Without justice there is no freedom and there is no law.
If the colossal war-criminal Bush/GOP cult gets away with it, without prosecution and prison sentences for all, they will have destroyed America. The deaths and maiming of countless (actually purposely uncounted) innocent people, illegal invasions, torture, lies, treasonous use and abuse of the intelligence agencies, breaching treaties, bribery, election tampering….you-name-it…
If guys like Bush and Tom Delay not only get away with their multiple crime wave, but take incredible entitlements, pensions with them… the
injustice will be compounded.

I believe Obama will attempt neither of these important initiatives.