Barack Obama

I personally pitched Chicago’s Olympic bid, but it was eliminated in the first round of voting.

I ordered Guantánamo prison closed within a year. It remained open when I left office eight years later.

I could not secure the public health-insurance option many supporters expected from health-care reform.

My party lost 63 House seats in the midterms, the largest swing since 1948.

I intervened in Libya without an adequate plan for the aftermath—what I later called my worst mistake.

A debt-ceiling confrontation ended in a damaging downgrade and a failed bipartisan ‘super committee.’

I promised immigration reform, but comprehensive legislation never reached my desk.

Healthcare.gov launched with outages, errors and hundreds of bugs, blocking people from enrolling.

My push for expanded background checks after Sandy Hook failed in the Senate.

The budget sequester took effect after the White House and Congress failed to reach a broader fiscal agreement.

I drew a red line over Syrian chemical weapons, then stepped back from the military strike I had threatened.

My administration underestimated ISIS before it seized territory across Iraq and Syria.

Democrats lost the Senate in another punishing midterm election during my presidency.

Sanctions failed to force Russia out of Crimea after its occupation and annexation of the peninsula.

My Supreme Court nominee Merrick Garland never received a Senate hearing or vote.

The Trans-Pacific Partnership, a centrepiece of my Asia strategy, never won approval from Congress.

I campaigned for Hillary Clinton, but Donald Trump won the presidency and began undoing my legacy.