Tools to support knowledge elicitation are used more and more in situations where employees or students collaborate using the computer. Studies indicate that differences exist between experts and novices regarding their methods of work and reasoning. However, the commonly preferred approach tends to deal with team members as a single system with "common," shared preferences. The question is, to what extent this approach is optimal. Potential difficulties with uniform knowledge elicitation support for workplace or workplace-like settings of teamwork can be derived from the literature. We carried out two studies to investigate whether or not support tools for knowledge elicitation should explicitly take into account the expertness of team members. Summary of Statistics for Toulmin Based Elicitation Preferences is appended. (Contains 4 tables and 1 figure.)