Yeah I checked some WLC material a some time ago for the first time when Seingeist introduced him in the Bible Question Thread. Since then I regularly develop an interest on the topic and check out relevant vids or news related to debating. I do this intensly for a few weeks at a time until my interest stops (for a while at least). The Kagan/Craig debate was one of the first I watched.
Craig is a remarkable individual. He manages to win debates despite using the same arguments over and over again since 20 years ago. His debaters are usually not as trained in debating, not as prepared and not as eloquent as Craig. Out of all the debates I've seen, Kagan was the only one that clearly beat him, and Peter Millican did a good job as well.
It's annoying that his debaters are so unprepared when they face him... I mean for the last five years or so Craig's been quoting the Borde-Guth-Vilenkin theorem to support his trademark cosmological argument by stating that said theorem proves the universe cannot be infinite in the past and therefore must have a beginning, and since nothing can come from nothing... enter God. Yet not a single debater has been able to do as Craig and quote the same Alan Guth and Alexander Vilenking saying about their theorem that the universe can come from literally nothing. I mean, Vilenkin even wrote a paper titles "Creation of Universes from Nothing" that he starts defining thus: "A cosmological model is proposed in which the universe is created by quantum tunneling from literally nothing
You do not win debates by holding the most plausible arguments, you do it by exposing them properly and convincing your audience. Craig is a master in that.