
Location: Boston, MA (Hybrid – 3 days onsite)
Department: Finance
Reports To: VP, Brand Finance
Direct Reports: 1 Senior Financial Analyst
Grand Circle Corporation is seeking a strategic and commercially minded Director, Brand Finance to serve as an embedded financial leader within our Front-End organization. This role is accountable for driving brand-specific annual profit goals while acting as a trusted business partner across Brand Marketing, New Customer Acquisition, FP&A, Creative, and Digital Customer Experience teams.
This individual will play a highly visible role in influencing business outcomes through financial rigor, strategic analysis, and strong commercial instincts. The Director, Brand Finance will own brand-level forecasting and planning, identify and close profit gaps, drive itinerary profitability improvements, and contribute directly to pricing strategy and competitive market positioning.
The ideal candidate combines strong financial acumen with a proactive, business-oriented mindset and thrives in fast-paced, highly collaborative environments. This role offers regular exposure to executive leadership, including the CFO, CEO, and COO.
Grand Circle Corporation is the leader in international travel, adventure, and discovery for Americans aged 50+. Headquartered in Boston, MA, and with more than 45 offices globally, more than two million Americans have traveled with our award-winning travel brands: Grand Circle Travel, Overseas Adventure Travel, and Grand Circle Cruise Line.
Drive achievement of brand-specific annual profit goals through strategic decision-making and financial leadership
Identify profit risks and opportunities across the brand P&L, including revenue, margins, acquisition costs, and product contribution
Develop action plans to address financial gaps and improve overall performance
Bring a strong commercial mindset to brand decisions, challenging assumptions and advocating for high-return business choices
Lead the monthly forecasting process end-to-end, delivering accurate and timely financial projections
Own annual budgeting activities in partnership with cross-functional stakeholders
Build scenario models and sensitivity analyses to support decision-making under evolving market conditions
Continuously improve forecasting accuracy, planning processes, and financial visibility
Lead strategic analysis of itinerary-level profitability across the travel portfolio
Evaluate product mix, demand trends, pricing structures, and cost drivers to improve margins
Partner with Brand Management and cross-functional teams to implement financially impactful recommendations
Track performance outcomes and refine strategies to maximize contribution and profitability
Provide financial guidance and analysis on pricing decisions, balancing revenue growth, margin targets, and market competitiveness
Monitor competitor pricing, positioning, and market trends across key itineraries and destinations
Translate competitive intelligence and internal performance data into actionable pricing recommendations
Partner with Brand Management, Revenue Management, and FP&A on pricing frameworks and optimization strategies
Serve as an embedded finance partner across Marketing, Acquisition, Creative, FP&A, and Digital teams
Participate actively in planning cycles, campaign reviews, and go-to-market discussions
Ensure financial considerations are integrated into strategic decisions from the outset
Align brand-level planning and forecasting with enterprise financial objectives
Develop executive-ready presentations and reporting packages for senior leadership
Translate complex financial data into clear, actionable business insights
Represent Front-End Finance in leadership reviews and cross-functional planning sessions
Lead, mentor, and develop one direct report, providing coaching, feedback, and growth opportunities
Build scalable financial processes and reporting infrastructure to increase team effectiveness
Foster a culture of accountability, analytical rigor, and continuous improvement
8+ years of progressive finance experience with strong business partnering and P&L ownership experience
Proven track record influencing commercial, brand, marketing, or business decisions through financial analysis and strategic insight
Deep expertise in forecasting, budgeting, financial modeling, and scenario analysis
Strong understanding of P&L drivers, profitability analysis, and variance management
Experience contributing to pricing strategy and competitive analysis initiatives
Exceptional communication and presentation skills, including experience presenting to executive leadership
Proven ability to influence cross-functional stakeholders without direct authority
Experience managing and developing direct reports
Advanced Excel and financial analytics/reporting skills
Bachelor’s degree in Finance, Accounting, Economics, or related field
MBA or advanced degree in a quantitative or business-related field
Experience within travel, hospitality, direct-to-consumer, or subscription-based business models
Familiarity with SQL, Essbase, Tableau, or similar analytical tools
Experience partnering closely with marketing, product, and digital organizations
We bring together human insight and digital expertise to anticipate the needs of our customers. Our team members are innovative, analytically driven, and motivated to make a measurable impact.
The base salary range for this role is $170,000–$180,000 annually for employees based in Boston, MA. Final compensation may vary and will be determined based on factors such as relevant experience, skills, internal equity, and geographic location. In addition to base pay, this role is eligible for an annual incentive bonus and first-class benefits, which include:
Health & wellness: Comprehensive and heavily subsidized medical, dental, and vision plans, plus on-site gym access, holistic wellness sessions, and group fitness classes
Time for you: Substantial Paid Time Off (PTO), and 11 paid holidays — including Juneteenth, Memorial Day, and Labor Day — and Summer Fridays. Plus extensive parental leave, with up to 12–16 weeks paid leave at 100% base salary
Travel more, spend less: 50% off our trips for you and a companion, 25% for additional immediate family members, and exclusive quarterly associate travel deals
Your future, secured: 401(k) with company match, life insurance, and disability coverage
Continuous growth: Tuition assistance for both professional and personal development, opportunities for professional development through overseas travel, and direct access to Pinnacle Leadership & Team Development
Extra perks: Commuter benefits, FSA options, pet insurance, home & auto discounts, and paid volunteer time off to give back to the community
To learn more, please visit our websites at www.gct.com, www.oattravel.com and www.grandcirclefoundation.com

We’re in the business of changing lives—starting with yours. If you want your workdays to be exciting, challenging, and rewarding, consider a career at Grand Circle Corporation (GCC).
GCC is the largest U.S. provider of international vacations for Americans aged 50 and older. We’re a family of three brands: Grand Circle Cruise Line, Overseas Adventure Travel, and Grand Circle Travel. Our small group sizes, unsurpassed value and excellence, and unique itineraries position us as the industry leader in travel and discovery.
GCC works hard to provide a workplace that is stimulating, fulfilling, and meaningful for our associates—an environment where personal passion and professional potential are explored equally. Our associates are curious, compassionate, and hard-working people that strive for excellence. But we also like to have fun along the way. At GCC, we constantly challenge each other to try new things and find innovative ways of doing business. We encourage risk-taking in our associates—and we understand the value of learning from our mistakes.
Global citizenship is central to our success. Through Grand Circle Foundation, we commit our time, energy, and resources to the communities in which we live and explore. There are volunteer opportunities throughout the year; in fact, more than 95% of our associates participate. Whether biking the Pan-Mass challenge to support cancer research or helping a homeless veteran move into a new apartment, our associates help change the world every day. This emphasis on maximizing each person’s potential in body, mind, and heart embodies the true spirit of GCC.
We’ve been providing impactful, intercultural experiences for our travelers for decades. If you want a career that will change lives—both for our travelers and for yourself—view our open positions and submit an application today.
To learn more about our company values and our history, visit www.gct.com/general/about-us.