Kayani, who as Pakistan’s army chief has more direct say over the country’s security strategy than its president or prime minister, has resisted personal appeals from President Obama, U.S. military commanders and senior diplomats. Recent U.S. intelligence estimates have concluded that he is unlikely to change his mind anytime soon. Despite the entreaties, officials say, Kayani doesn’t trust U.S. motivations and is hedging his bets in case the American strategy for Afghanistan fails.

In many ways, Kayani is the personification of the vexing problem posed by Pakistan. Like the influential military establishment he represents, he views Afghanistan on a timeline stretching far beyond the U.S. withdrawal, which is slated to begin this summer. While the Obama administration sees the insurgents as an enemy force to be defeated as quickly and directly as possible, Pakistan has long regarded them as useful proxies in protecting its western flank from inroads by India, its historical adversary.

“Kayani wants to talk about the end state in South Asia,” said one of several Obama administration officials who spoke on the condition of anonymity about the sensitive relationship. U.S. generals, the official said, “want to talk about the next drone attacks.”