This chapter discusses America’s “contemporary” roles in Southeast Asia. It examines the Obama and Trump administrations’ policies and actions in the region, and considers three categories of the US footprint at present: commerce, security, and soft power/public diplomacy. For Southeast Asia, the United States continues to be an important guarantor of regional security and stability—but its commercial contributions and soft power appeal are also strong attractive features. If America has a pronounced weakness in the region it is in the area of diplomatic engagement. This is not new—as the strategic and economic importance of Northeast Asia and the “tyranny of distance” to Southeast Asia have long conspired to limit Washington’s attention span. The Obama administration was the exception to the rule, as it prioritized ASEAN as never before. The Trump administration does seem to have relatively downgraded the region when compared with the Obama years. Still, this has been a relative downgrading—and, if anything, a return to the more traditional pattern of episodic US (in)attention.