We played. He lost. He came much closer to winning than I expected, though he overstates how close more often than he understates it. The tactic that worked best attacked a personal vulnerability of mine, but analogues are likely to exist for many people.
For the record, I didn't think that if he made the story up, he would do so without a credible agreement that you would verify his claims.
Update 2013-09-05.
I have since played two more AI box experiments after this one, winning both.
Update 2013-12-30:
I have lost two more AI box experiments, and won two more. Current Record is 3 Wins, 3 Losses.