CX Leader & PreK Teacher + Cruise Event Cofounders, meet Wendy and Elizabeth Pochop

Episode notes

In this episode of The Career Flipper, host Jenny Dempsey sits down with sisters Wendy and Elizabeth Pochop of Baltimore, Maryland, co-founders of Untethered Voyages, a side hustle turned passion project that creates cruise-based retreats for leaders, communities, and organizations. We connected through Support Driven, a global community for customer support professionals, and what started as a conversation about side hustles turned into an inspiring look at building something new from burnout, curiosity, and passion for travel. What You’ll Hear in This Episode: How Wendy’s burnout in customer success led to a sabbatical, curiosity, and eventually a pivot toward travel and hospitality. The family cruise that sparked the idea for Untethered Voyages and how it evolved from “workations at sea” into curated community-building retreats. The unique way Wendy and Elizabeth balance their strengths, vision and execution, while building a business together as sisters, roommates, and travel buddies. Why structure, accountability, and small sacrifices are key to making side hustles work alongside full-time jobs.