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June is shaping up as a time of reckoning for President Obama — and his legacy. Over the next three weeks, he could record significant wins on three of his most ambitious initiatives. Or have each of them blow up in his face. And those outcomes are largely outside of the president’s control. ... At the Supreme Court, the nine justices will soon rule on a crucial provision in the president’s landmark 2010 health-care law, with the insurance plans of more than 6 million people in the balance. ... White House allies acknowledged that the president and his advisers are acutely aware of the stakes. The health-care law is considered Obama’s signature domestic policy achievement. (Nakamura and Eilperin, 6/9)

It's the constitutional law professor in the Oval Office versus the Supreme Court, again. President Barack Obama's politicized, difficult relationship with the court's conservative wing is back in the spotlight, as his patience threatens to snap over the latest attempt to destabilize the health care law at the center of his political legacy. (Collinson, 6/9)