So I asked this question and I feel (and feel free to tell me I'm just being paranoid) that the comments on my question are unduly critical while also being irrelevant to the question asked.
You managed to go that entire question without clearly stating how DW is fundamentally different from either D&D, Storyteller, or Fate. If you can't clearly state it here, you can't communicate it to Bob. It seems like you and Bob have different ideas about this system, and that's more a social issue than a game system question.
This just seems to outright challenge my communication skills without basis, it's not that I can't explain the difference it's just that I felt that doing so would add unnecessary bulk to an already-lengthy question. I have almost no experience with either of the three mentioned systems and I feel like my communication skills are being criticized without the suggested improvement actually being relevant to my question.
My question is indeed a social issue, but the social issue is that the GM doesn't seem to understand the game system.
If you can't say, here, in less than ten words what you think Bob did wrong, you may not be able to tell him at all. At best, you could complain about a lot of different things, and maybe if Bob knows you very well he could infer it. Maybe.
This just seems to be trying to hammer home the "it's your communication skills that are the problem" point without adding anything I can act upon, I don't think it's humanly possible to sum up the differences between a *World system and a system like D&D in ten words, nor do I wish to agonize myself trying.
The top answers so far don't seem to have had any trouble understanding the problem at all, so should I just ignore these types of comments or is this a legitimate concern I should try and address with an edit?