I think most of my most effective teachable moments in gaming have been when I have screwed up the worst. Here's a sampler!
Indie Game Reading Club
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Headspace: The Real Reason
The Real Reason
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The Story/Board Game Divide
The Story/Board Game Divide
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Run It Like A One-Shot (But Not a Blood Opera)
A thing I've slowly been embracing the past couple years is running my games like each session is a self-enclosed event...and then having faith that there will be material for another one, and another, for as long as we want.
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Urban Shadows, Pt 5
Ongoing actual play of Urban Shadows