Ideas

edit
Check over his contrib history, find places to improve
Introduce to main admin pages WP:ANI, WP:AIV, WP:ADMIN, WP:BLOCK
Get on board with deletion processes WP:AFD, WP:DELETION, WP:CSD
Get familiar with main policy/guideline pages WP:N, WP:V, WP:NPOV, WP:OR
Introduce to Village Pump WP:VPP
Other pages to familiarize him with: WP:RFC, WP:UAA, WP:RFCN
See if he has Yahoo Chat capability.