We sit down with Ilana and Jonah from Seeing Other People podcast to ask the big questions like "Can men and women REALLY just be friends?" and "What happens when you shoot your shot and take a big L?" We also answer one listener's question about whether they should risk it all for a date with their boss...trust us, this one's juicy!

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Check out Ilana and Jonah @seeingotherpeople @ilana.dunn @jonahfeingold