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We’re rewinding to Season 3, Episode 3 to chat with Benn Eifert, founder of QVR.

Benn was my first repeat guest and this is probably one of our more popular episodes.

Instead of the usual interview format, I called this episode “Bad Ideas with Benn Eifert,” and basically just asked him a bunch of questions about naive option trades and whether they are a good idea or not.

For anyone starting their journey with options or volatility, the whole episode is a must listen.

The clips I chose here were selected because I thought they provided a really good cross-section of topics in the world of options while highlighting one important common thread: the risk of unintended bets. I think this is one of the most universally important concepts in trading and investing, and Benn really drives the points home here as we cover topics ranging from writing options for income to why VIX minus realized doesn’t mean what you think it does. The subtle through line is the reminder that it’s what we don’t know we don’t know that will eventually get us in trouble.

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