[Donny Brook]

Well, this has been a very useful discussion.

Based on what has gone before, I might adopt the following structure:

Implementing criminal enterprises in general would be under Strategy (Crime), with a default to Streetwise or Criminology, and Administration or Leadership (depending on the nature of the operation) as a supplementary skill.

Administration, Leadership (as described earlier in the thread), or Streetwise would be the go to skills for their appropriate tasks within the activities of the enterprise.

Devising a new long con (or a particular undercover operation) will use Psychology (Applied) with normal defaults to other specializations of Psychology, and with Streetwise (or Criminlogy) as a supplementary skill.

Implementing undercover or intelligence undertakings will use Strategy (Intelligence Operations) with a default to Criminology and supplementary skills as the situation suggests.

Edit: Oh, and knowing about extant types of con or undercover operations would be straight up functions of Streetwise or Criminology (at a negative modifier (-2?) to use in their obverse role).