This WaPo piece from Jackson Diehl sums up the Obama approach to the world quite well:
An enduring characteristic of Barack Obama’s presidency has been his determination to implement the ideological agenda with which he arrived in office without regard for conditions in the real world. He imposed timetables for “ending the wars” in Afghanistan and Iraq unlinked to military progress. He insisted on pursuing Israeli-Palestinian peace talks, even though the leaders of both sides were manifestly unwilling. He began his second term by seeking a new nuclear arms deal with Vladimir Putin, despite abundant evidence that Putin was preparing for confrontation with the West.Now, six years into his presidency, Obama has launched, as his first significant initiative in Latin America, detente with Cuba. It’s a torch that many liberals have carried for decades. Once again, however, the president has acted with willful disregard for current events...Obama ignored the slowly mushrooming crisis that triggered Castro’s distress and that ought to be the focus of U.S. energies in Latin America. That is the slow but potentially catastrophic collapse of Venezuela, a major U.S. oil supplier with three times Cuba’s population that, as 2015 begins, is well on its way to becoming a failed state.
Some people never learn.