He fails to have the clarity of strategic vision that led Norman Podhertz to call the Cold War "WW III" and the current war against Salafist Islam "WW IV".
We won a war in 1992 when the Soviet Union collapsed. The "lost wars" after WW II were not proper wars but campaigns in a larger war which we eventually won. It was admittedly an odd war, since nuclear deterrence caused it to be fought at arm's length: our proxies and the Soviets' proxies fought, we fought Soviet proxies directly, the Soviets fought our proxies directly, and the crucial blow was faked telemetry in our anti-missile tests that made us look about 10 years ahead of where we actually were. All the great military theorists of ages past from Sun Tzu to Clauswitz to Liddell-Hart would have beamed with delight at Reagan's accomplishment.
We will depart Iraq in the near future and we will leave behind a country where a threesome of American GIs cannot take a walk downtown to see the sights. If they did they’d be risking life and limb in a major, stupid kind of way.
The Iraqis hate the infidel and are committed to killing us.
They belive in a religion that insists on a dictator (caliph) and his cronies running their government.
What does that say for the future of Iraq?
Ditto the above for Afghanistan.