• Deal: Mark Cuban invested $25,000 for 33% equity.
• Why Unexpected.? The concept of a business based on simple, hand-drawn cat illustrations seemed whimsical and unlikely to succeed, yet it captured Cuban’s interest.
• Product: Ugly Christmas sweaters and novelty clothing.
• Deal: Robert Herjavec invested $100,000 for 10% equity.
• Why Unexpected: ? Initially viewed as a niche product with limited seasonal appeal, Tipsy Elves expanded into a highly profitable business with year-round novelty apparel.
• Product: A wearable blanket that combines the comfort of a blanket with the fit of an oversized hoodie.
• Deal: Barbara Corcoran invested $50,000 for 30% equity.
• Why Unexpected ?: Despite its simple concept, The Original Comfy turned into a huge success, becoming a favorite gift item and gaining widespread popularity.
• Product: Single-serve, ready-to-drink wine in a glass-like container.
• Deal: No deal (pitched twice, walked away both times).
• Why Unexpected: Despite not securing a deal, Copa Di Vino gained significant attention and sales due to its unique packaging and convenience, demonstrating the power of exposure from the show.
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