Director of Business Development – Travel Trade

October 25

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Context Travel

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Context Travel is a company that offers tailor-made travel experiences focused on providing knowledge and cultural insights to curious travelers. It specializes in personalized walking tours, audio guides, and pre-trip lectures designed to offer deep insights into the history, culture, and stories of numerous destinations worldwide. Context Travel emphasizes quality and expert-led tours, with highly knowledgeable guides that bring locations to life for travelers looking for more than just sightseeing. The company also offers private and small group tours, excursions, and educational experiences suitable for families and curious individuals.

11 - 50 employees

💰 $5M Series B on 2017-09

📋 Description

• Develop and execute Context’s national sales strategy for the indirect channel, including travel agencies, consortia, and strategic partnerships. • Build annual sales goals, budgets, and forecasts aligned with overall company growth objectives. • Lead relationship development across consortia, agency, and individual advisor levels to maximize engagement and sales performance. • Represent Context at key industry events, including agency conferences, consortia gatherings, and major travel trade shows. • Collaborate with marketing, operations, and product teams to ensure consistent messaging and strong conversion across all partner channels. • Oversee sales enablement strategy and execution via HubSpot, including partner broadcast emails and newsletters, targeted 1:1 email sequences, landing pages and partner resources, and automated workflows to nurture and convert advisor engagement. • Partner with marketing to maintain brand alignment and optimize lead generation from B2B sources. • Create and manage an annual travel and events calendar, optimizing ROI across trade participation. • Manage a talented sales team including key account management and partner growth, campaign execution, content creation, and analytics, and administrative support and event logistics. • Provide leadership, mentorship, and career development for direct reports. • Foster a culture of collaboration, accountability, and data-driven decision-making.

🎯 Requirements

• 8+ years of experience in travel industry sales, preferably with a tour operator, DMC, or hotel group. • Proven success managing agency, consortia, or OTA partnerships. • Strong understanding of B2B marketing tools and CRM systems, ideally HubSpot. • Excellent relationship-building skills and established network within the luxury or experiential travel trade. • Experience managing a distributed team and collaborating cross-functionally in a remote environment. • Strong analytical, organizational, and presentation skills. • Willingness to travel regularly for industry events and partner engagement (20–30%).

🏖️ Benefits

• A supportive, mission-oriented work environment with colleagues who care • Unlimited access to online seminars and in-person tours • Annual learning & wellness stipend to pursue personal and professional interests • A competitive salary with 401K (+ match), health & dental insurance (US only) • Tech stipend • Flexible PTO (with no caps, encouraged minimums, and parental leave) • A remote-first work policy • An annual company retreat to connect with international colleagues (past locations include Lisbon, Barcelona, the Poconos, Mexico City and New York City)