3 -- Obamacare.
The largest piece of legislation Obama can claim -- 2010's Affordable Care Act -- is only beginning to take effect amid ever-louder cries from Republicans that it's bad for patients, doctors and businesses.
A group of GOP lawmakers say they'll oppose any government funding plan that maintains funding for Obamacare, effectively threatening a government shutdown if the law stays in effect.
The law's health care exchanges take effect Oct. 1, and the Obama administration has been hurriedly pressing healthy young people to register. Without them, rates on the exchanges will be higher.
The rollout of Obamacare hasn't always been smooth, a fact Obama has said should be expected for a large law that enacts major changes to the health insurance landscape.
But as the rollout date approaches, polls show that Americans are wildly confused about the law's implications. In one survey, many weren't even sure it was still a law.
Obama has deployed a parade of high-profile supporters -- including former President Bill Clinton -- to help convince Americans the law offers them a better deal on health insurance.
And on Monday he noted that "just two weeks from now, millions of Americans who've been locked out of buying health insurance just because they had a pre-existing condition, just because they had been sick or they couldn't afford it, they're finally going to have a chance to buy quality, affordable health care on the private marketplace."
And then there's:
4 -- Immigration
What seemed like a momentum-fueled bill to overhaul the nation's immigration system was met with a wall of opposition in the House over the summer, and debate hasn't restarted amid the haggling over government funding and the flurry of briefings on Syria's chemical weapons.
Obama has strongly urged lawmakers to take up the reform measure, and he said in an interview that aired Sunday the Senate bill would pass if it was put up for a vote in the House.
5 -- Floods out West
It's hurricane season on the East Coast, but the weather disaster over the weekend was playing out thousands of miles away in the Mountain West, where days of heavy rain caused massive flooding that cut off towns and left at least eight people dead.
The catastrophe occupied much of the president's time last week; on Thursday he signed a disaster declaration for Colorado, and on Sunday he told Gov. John Hickenlooper in a phone call that he was deploying his emergency management chief to assess the damage.