How can I prepare myself to advise students for jobs outside of academia?
In our university, we have good experiences with inviting alumni who are now in industry to give career-oriented talks. The students know that the person giving the talk was in the same study program as they are now, and I guess just this alone helps them to see possible role models in the persons giving talks. The best talks are when alumni not only report about the technical points of the project they are working on, but also give a more personal account of their development towards their current job.

These talks are organized by the alumni organisation of the study program, which certainly helps getting the contacts to potential speakers. But I can also imaging getting these contacts in other ways.