My Blind Date With an AI Billionaire | A Series of Unfortunate Events

About this episode

Violet shares a bizarre experience from a blind date with an AI billionaire that highlights the complexities of modern dating.

Violet is back with another Series of Unfortunate Events, and this time a blind date turns into one of the strangest nights of her life. There’s a driver, a bodyguard, a hopeless romantic billionaire, and an unforgettable conversation about AI that somehow makes modern dating feel even more depressing. Love may be blind. But apparently it also comes with a security detail, a free trip to Europe, and the possibility of accidentally becoming someone’s sixth wife. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .

People in this episode

Host: Violet Benson

Topics covered

• blind date
• AI
• modern dating
• billionaire
• unfortunate events

Keywords

• blind date
• AI billionaire
• modern dating
• unfortunate events
• romantic comedy

More episodes of Daddy Issues with Violet Benson

• I F*cked the Mascot with Hannah Berner · June 11, 2026 · 49 min
• Let's Talk - June 9, 2026 · June 9, 2026 · 42 min
• How Men Fall In Love · June 4, 2026 · 30 min
• Let's Talk - June 2, 2026 · June 2, 2026 · 31 min
• Let's Talk - Euphoria (May 27,2026) · May 27, 2026 · 38 min
• Let's Talk - May 26, 2026 · May 26, 2026 · 30 min