VP, Head of Creative (Creative Director)

Grand Circle Travel; Boston (MA); Hybrid; USD 180,000 - 230,000; Full time

Benefits offered by this job

Health & wellness

PTO & holidays

Travel discounts

401k benefits

Professional growth

Commuter benefits

Pet insurance

Home discounts

Volunteer time off

Job summary

Grand Circle Corporation is seeking a VP, Head of Creative (Creative Director) in Boston to lead the creative function and align strategy with growth priorities. You will guide the creative organization, ensuring high-impact customer-facing work and brand governance across channels.

In this senior role, you will establish the annual vision, roadmaps, and metrics; drive acquisition, revenue growth, and engagement; and partner with Brand Marketing, DCX, Analytics, Finance, and leadership.

Qualifications

• 10 years’ experience leading and building teams in Creative.
• Senior creative leadership capability aligned to growth priorities.
• Strong brand stewardship and creative quality leadership across channels.
• Experience leading high-performing creative teams, with org design and workload planning.
• Cross-functional partnership with testing, innovation, and governance capabilities.

Responsibilities

• Lead creative strategies supporting acquisition, revenue growth, brand positioning, and key business priorities.
• Establish the annual creative vision, roadmap, planning framework, and performance scorecard.
• Champion creative quality and maintain brand standards across channels.
• Use audience insights, testing, and emerging channels to improve engagement and conversion.
• Build and lead a high-performing creative organization with scalable resources.
• Improve operating models, review processes, prioritization, and planning.
• Partner with Brand Marketing, DCX, NCA/Digital Marketing, Finance, Analytics, and leadership.

Skills

Leadership

Brand stewardship

Cross-functional partnership

Talent development

Performance measurement

Job description

VP, Head of Creative (Creative Director)

Job Category: Vice President

• Full-Time
• Hybrid

Locations

Showing 1 location

Massachusetts
US - 347 Congress St
Boston, MA 02210, USA

Massachusetts
US - 347 Congress St
Boston, MA 02210, USA

Position Title: VP, Head of Creative (Creative Director)

Reporting to: Chief Marketing Officer

Department: Creative

Position Summary

Grand Circle Corporation is the leader in international travel, adventure and discovery for Americans aged 50+. Headquartered in Boston MA, and with more than 35 offices globally, more than two million Americans have traveled with our award-winning travel brands: Grand Circle Cruise Line, Overseas Adventure Travel and Grand Circle Travel.

We’re looking for a VP, Head of Creative (Creative Director) to serve as the senior creative leader responsible for aligning creative strategy, brand stewardship, and operational excellence with Grand Circle Corporation’s growth agenda. This leader will guide the creative organization, drive high-impact customer-facing work, and partner across the business to ensure creative investments support measurable outcomes across acquisition, revenue growth, brand positioning, customer engagement, and conversion.

Key Responsibilities

• Lead creative strategies that directly support customer acquisition, revenue growth, brand positioning, and key business priorities, translating objectives into compelling customer-facing solutions.
• Establish the annual creative vision, roadmap, planning framework, and performance scorecard so major creative initiatives align to company growth priorities and measurable outcomes.
• Champion creative quality, consistency, and effectiveness across customer-facing channels while maintaining and evolving brand standards and governance.
• Use audience insights, creative testing, innovation, and emerging channels to improve engagement, conversion, campaign performance, and creative effectiveness.
• Build and lead a high-performing creative organization with clear roles, strong talent development, effective workload planning, and scalable resource management.
• Improve creative operating models, review and approval processes, prioritization, and resource planning to increase efficiency, accountability, and execution quality.
• Partner closely with Brand Marketing, DCX, NCA/Digital Marketing, Marketing Operations, Finance, Analytics, and senior leadership to support major acquisition, retention, product launch, campaign, and brand-building initiatives.

Qualifications

• 10 years’ experience leading and building teams in Creative
• Demonstrated senior creative leadership capability, with the ability to connect creative strategy and execution to business growth priorities.
• Strong brand stewardship and creative quality leadership across customer-facing marketing channels and touchpoints.
• Experience leading high-performing creative teams, including organizational design, talent development, workload planning, and resource management.
• Strong cross-functional partnership, testing, innovation, and performance-measurement capabilities, with the ability to establish scalable planning and governance frameworks.

Total Rewards
The base salary range for this role is $180,000 – $230,000 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 oversees 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

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.