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Visa Chaos to VIP Service: Inside Ascend’s 3-Tier Travel Solution
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In this episode of Founders Future, with host Ammar Elm, we meet Caleb Owens, founder of Ascend Travel Management, who's redefining corporate travel with a white-glove approach for small-to-medium businesses. Based in Seoul but serving clients globally, Caleb shares how listening to customer frustrations about flight disruptions and visa complexities led him to pivot from mass relocation services to premium business travel solutions. He reveals the "three-tiered" system that ranges from basic bookings to elite concierge service—including private charters and crisis management—while emphasizing how human touch beats automation in high-stakes travel scenarios.
From his nomadic entrepreneur lifestyle to building systems that handle everything from visa processing to AI-powered itinerary management, Caleb offers raw insights on bootstrapping a travel startup. He discusses the challenges of long B2B sales cycles, why LinkedIn outperforms paid ads for his niche, and his "fail forward" philosophy of launching before perfection. For founders balancing multiple ventures (including his established Premier Insurance Housing), Caleb's story is a masterclass in adapting to market needs while maintaining that crucial human connection in a tech-driven industry.
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