Director or VP of Marketing

Help us design unforgettable journeys that travelers will remember for a lifetime!

At Wingbuddy, we live and breathe travel. Our mission? To make travel easy and enriching by offering hassle-free, expertly designed trips at exclusive rates. We handle every detail from flights and transfers to accommodations and experiences so travelers can focus entirely on discovery and connection. We’re a vibrant, multicultural team of travel enthusiasts, and we’re looking for a Director or VP of Marketing to join our crew!

What’s the Job About?

We’re looking for someone who’s analytical yet creative, data-driven yet entrepreneurial. You’ll take ownership of our performance marketing strategy and lead growth through paid media, optimization, and partnerships. This is a high-impact role for someone who loves challenges, thrives in a fast-paced environment, and wants to play a key role in scaling one of Canada’s most exciting travel brands.
You’ll report directly to the executive team and work closely with our sales, product, operations and tech departments to ensure every marketing dollar drives both measurable performance and long-term brand growth.

Key Responsibilities:

Strategic Leadership & Brand Development:

• Own and evolve the overall marketing strategy, ensuring alignment with business goals.
• Oversee brand positioning, messaging, and creative direction across all channels including TV, PR, partnerships, and social media.
• Lead and collaborate on high-impact brand campaigns that raise awareness and drive emotional engagement with our brand.

Performance & Digital Marketing Oversight:

• Manage and scale paid advertising campaigns across Google Ads, Meta (Facebook/Instagram), and other key PPC channels.
• Develop and oversee the execution of SEM/SEO strategies to improve visibility and site traffic.
• Monitor performance KPIs (ROAS, CAC, LTV) and optimize spend for efficiency and growth.

Lifecycle & Retention Marketing:

• Lead CRM and email marketing efforts to drive repeat bookings and customer loyalty.
• Build and optimize lifecycle marketing programs, including segmentation, automation, and personalization.
• Oversee loyalty initiatives, newsletter content strategy, and promotional calendar planning.

Team Building & Operational Excellence:

• Build, mentor, and manage a high-performing marketing team with clear goals and KPIs.
• Translate big ideas and business priorities into actionable campaigns and workflows.
• Establish strong marketing operations and cross-functional processes that support growth.

In short, you will lead the company’s marketing strategy across all channels. This role combines creative brand building with data-driven performance marketing and a strong focus on customer retention. 

What You Bring to the Table:

• 8+ years of progressive marketing leadership experience, ideally in travel, hospitality, lifestyle, or consumer brands.
• Proven success leading brand campaigns, managing external creative/PR/media agencies.
• Deep experience in paid media strategy (Google Ads, Meta, SEM, SEO, PPC).
• Expertise in CRM, lifecycle marketing, and retention strategies using tools like Klaviyo, HubSpot, or similar platforms.
• Strong strategic thinker with the ability to zoom in on details and zoom out to long-term vision.
• Passionate about travel and storytelling; able to inspire and engage both teams and customers.
• Highly organized, structured, and process-oriented — excels at creating scalable systems.
• Collaborative and clear communicator who can bridge the gap between vision and execution.
• Energetic, entrepreneurial spirit with a growth mindset and strong leadership presence.

Why WingBuddy?

• A key role in a forward-thinking travel company.
• A dynamic, fast-moving environment that’s going through a digital transformation.
• Travel perks (because you should get to experience the adventures you help create).
• A work environment that’s as stimulating as the destinations we offer.

At WingBuddy, you’re not just joining a company, you’re joining a team that’s redefining travel.

Equal Opportunity and DE&I Commitment:

WIngBuddy is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We believe that our diverse backgrounds, perspectives, and experiences make us stronger, and we strive to ensure that every team member feels respected, valued, and empowered to bring their authentic selves to work.

Ready to Join Us?

If you’re passionate about travel, love building relationships, and want to be part of a company that’s making a difference in the world of tourism, this is your chance! Apply now and help us make unforgettable journeys possible for travelers everywhere.
Let’s create amazing adventures together!