As a professor Wolff has probably heard every objection and question you could possibly imagine on these subjects—from students, colleagues, administrators, you name it, to the point where many of these arguments have become boring and predictable. Bertell Ollman, a Marxist professor at NYU, had an interesting piece which I believe was called "Teaching Marxism," which I found pretty useful, and which describes the experience of teaching Marxism to students who are not Marxists, but it seems to have vanished from the internet.
edit: found it
https://web.archive.org/web/20200901041551/https://www.nyu.edu/projects/ollman/docs/ssr_ch05.php