Doesn't just have to be ab-initios, or even in the air. Teaching 50 year old 15,000 hours, in skidded aircraft, pilots to ground taxy a wheeled aircraft can yield one or two interesting moments too!
The comment about watching the experienced pilots is very valid; without doubt my most 'interesting' experiences doing Bell 212 base checks were with the most experienced pilots.
Now, if you want real fun and games, try line training a 150 hour CPL......