Earlier quoted context omitted.
Assuming you were effective at your job, said boss needs to examine what is important to him, slavish respect-mah-authortai-style following of rather arbitrary rules, or having a "bird-in-the-hand" competent employee who gets shit done (perhaps 5 minutes later than the boss-man would like). It is kind of sad how many boss/manager types still fail miserably on this point, and then complain about not being able to hire…
I'm the counterexample - I like letting capable people as loose as possible, and more often than I'd like this backfires. I'd appreciate some effective pointers on how to deal with this issue.
Without being oriented, they won't know what questions to ask and then after a week of slowly plodding through the code trying to piece things together, will be too embarrassed to ask.