He should be hitting her on-
1) Domestic issues: If she's the best bet for healthcare, why did she fail miserably when she actually had the chance to do something?
2) Foreign policy: If she's the one to be trusted, why did she refuse to look at the evidence/information before voting to go to Iraq in her only major decision on this front? How can she be the experienced candidate when her only major foreign policy decision was an uninformed failure.
3) Honesty/Integrity: Plenty of options here, beginning with the taxes.
he should also-
4) Make a commercial out of Bill Clinton saying vote for thought/hope rather than fear in 2004