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That is a reference to Dante Alighieri's classic work "The Divine Comedy."
In it, the protagonist, named and based off of Dante himself, finds himself lost, both figuratively and literally. Soon, the ancient Roman Poet Virgil appears before Dante, offering to guide him. Dante accepts, and Vigil proceeds to lead him through the nine circles of hell, followed by purgatory, before reaching heaven.
Basically, "I'll play Vigil to your Dante" means that someone will guide you, especially in the case of a difficult problem.
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