Director of Business Development - Travel Trade

Context Travel • Philadelphia, PA

72d

About The Position

About Context Travel Context Travel is a global day tour operator that connects intellectually curious travelers with local subject matter experts in over 60 destinations around the world. Our guests often tell us that we are the best part of their trip, and we take great pride in creating unforgettable moments that are treasured for a lifetime. Context is a certified B-Corp and a long-standing company founded in 2003. We have been backed by growth equity since 2017. Role: Director of Sales The Director of Sales will lead Context Travel’s Indirect Sales Channel, overseeing relationships and revenue growth through travel agencies, consortia, OTAs, and other strategic travel partners. This is a key leadership position responsible for meeting sales goals by driving national sales strategies, deepening partner engagement, and leading a high-performing team to expand Context’s brand presence across the global travel trade ecosystem.

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%).

Responsibilities

• 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 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: Sales Manager – responsible for key account management and partner growth Sales Enablement Manager – responsible for campaign execution, content creation, and analytics Part-time Sales Coordinator – responsible for 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.

Benefits

• Be part of a mission-driven B-Corp redefining cultural travel experiences.
• Work with a global team of passionate professionals creating meaningful connections between travelers and experts.
• Enjoy autonomy, flexibility, and impact, leading a high-visibility channel critical to Context’s next stage of growth.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed
• Number of Employees: 101-250 employees