Vice President of Sales

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Department: Traveler Resource Center (TRC)
Reports to: SVP, Traveler Resource Center
Location: (Boston HQ or Remote/Hybrid – if applicable)

Position Summary

The Vice President of Sales will lead GCT’s Inbound Sales and Group Sales departments, overseeing approximately 110 sales professionals, including two direct-report Directors. This leader will drive sales excellence by delivering world-class traveler experiences and maximizing revenue through high-conversion inbound calls, group bookings, and strategic upsells such as trip extensions, travel insurance, and air class upgrades.

This is a highly visible leadership role within the TRC that requires a purpose-driven, metrics-focused, and emotionally mature sales leader who can balance results with a strong commitment to coaching, quality, and GCT’s values.

Key Responsibilities

• Own performance outcomes for Inbound and Group Sales, including conversion rate, revenue per call, upsell penetration, and customer satisfaction (CSAT/post-call survey scores)
• Develop, coach, and inspire a high-performing team of ~110 agents through two Director-level leaders
• Implement data-driven sales strategies to optimize call handling, average handle time (AHT), sales funnel execution, and IVR routing
• Collaborate cross-functionally with Marketing, Air, Product, and Operations to align promotions, pricing, and messaging for maximum sales effectiveness
• Partner with Finance and Workforce Management to forecast call volume, set achievable sales targets, and manage staffing to ensure service levels and sales productivity
• Cultivate a strong sales culture grounded in accountability, recognition, and continuous improvement
• Reinforce Grand Circle values by leading with emotional maturity, open communication, and a commitment to quality, speed, teamwork, and change readiness

Key Qualifications

• 10+ years of progressive sales leadership experience in a high-volume inbound sales or contact center environment
• Proven track record of leading teams >75 FTEs and delivering results across multiple KPIs (conversion, upsell, AHT, CSAT)
• Experience managing both individual consumer and group travel sales or other high-consideration purchase environments
• Strong familiarity with sales enablement and call center technology, including platforms like Genesys, Gong, Salesforce, or similar
• Deep understanding of coaching frameworks, incentive design, and operational discipline to drive team and individual performance

Leadership & Cultural Fit

The ideal candidate:

• Embodies Open & Courageous Communication by offering direct, respectful, and actionable feedback while encouraging the same from others
• Operates with Emotional Maturity , remaining calm under pressure, showing care for team well-being, and being highly coachable themselves
• Demonstrates Risk Taking through thoughtful experimentation and innovation, especially in evolving sales tactics or processes
• Thrives in Change , adapting quickly and inspiring confidence amid shifting priorities or market conditions
• Builds strong Teamwork , acting as a connector across departments and advocating for team development and shared success
• Drives Speed and Quality by making timely decisions without sacrificing excellence in execution

Success in First 12 Months Looks Like:

• Improved conversion rates and upsell attach rates across both Inbound and Group teams
• Clear coaching framework and consistent cadence of team performance reviews
• Elevated engagement and retention of top-performing sales reps
• Implementation of scalable sales reporting and forecasting models
• Recognition as a cultural leader who aligns people, results, and values
• 50% Discount on GCC trips
• Robust healthcare benefits, including medical, dental, vision, and flex spending accounts
• Generous Paid time off (PTO)
• Paid holidays throughout the year
• Company-paid life insurance
• Paid short and long term disability insurance
• 401K Retirement Savings account
• Discounted auto and renters insurance
• Volunteer and philanthropy opportunities to give back in Boston and where we travel
• Casual dress code every day

About Us
Grand Circle Corporation is the leader in international travel, adventure and discovery for Americans aged 50+. Headquartered in Boston, MA, over two million Americans have traveled with our award-winning travel brands: Grand Circle Cruise Line, Overseas Adventure Travel and Grand Circle Travel. Our customers love our products, and we’ve received numerous awards for our quality of service from leading media publications such as Condé Nast Traveler, Travel + Leisure and many others, as well as recognition for our significant philanthropic efforts worldwide. To learn more, please visit our websites at and .