"Iraq shows the big security and political price you can pay down the road for over-reliance on a local ally to maintain security without a US presence," warned Stephen Biddle, senior fellow at the Council on Foreign Relations.
The biggest challenge for the United States will be the complex and painstaking task of building and institutionalising a national Afghan army in a country that is plagued by competing warlords and has known decades of foreign occupation and civil strife.
A similar deal was inked with NATO, allowing 12,500 foreign troops, including 9,800 Americans, to stay behind in 2015 after the alliance's combat mission ends.
By January 2017 there will be no American forces left, more than a decade after the US jumped into the ongoing Afghanistan conflict in 2001 to oust Taliban militants, blamed for sheltering the Al-Qaeda militants who masterminded the 9/11 attacks.
"If we stay on the 2017 zero option time line Afghanistan will be another Iraq," said former CIA veteran Bruce Riedel, now an expert with the Brookings Institution.
Setting "an arbitrary deadline" for a complete withdrawal "has undermined the mission recklessly," Riedel insisted.
"The whole region believes we are cutting and running by 2017 which is creating its own momentum."
Obama abruptly pulled all American troops out of Iraq in late 2011 when the US and Iraqi governments failed to reach a deal governing their future presence.
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