Sr. Director of Marketing, Undercover Tourist - FL

Sr. Director of Marketing, Undercover Tourist - FL

• Full-time

EBG powers a proprietary suite of e-commerce platforms and technology solutions to deliver exclusive deals and special offers from the world's top brands and experiences. Specializing in live entertainment, travel, retail products and services, EBG operates a network of employee and membership-based marketplaces with a reach exceeding 100 million users. EBG owns the nation’s most comprehensive employee savings program, serving over 40,000 corporate clients through its B2B2C platforms TicketsatWork, Plum Benefits, Working Advantage, and Beneplace and offers additional value through its loyalty program, FunLife Rewards. Undercover Tourist ®, a prominent online travel site, is owned by EBG. Visit to learn more about EBG and its commitment to connecting people to exceptional experiences.

Our people-first culture prioritizes the benefits of collaboration, whether it occurs in person or virtually. We believe in the value of working near our colleagues, and we foster and prioritize meaningful in-person connection whenever possible. EBG primarily hires within our core cities—Orlando, New York, Austin, Las Vegas, and Aventura (Miami) with a focus on candidates located within a commutable distance to collaboration offices within these markets.

Undercover Tourist is the leader in family theme park and cruise vacations, engaging customers throughout the research, planning, and purchase journey. We specialize in theme park and attraction tickets, hotel and resort packages, and cruise e-commerce for premier destinations, combined with deep vacation planning content and best-in-class inbound marketing tools.

As we continue scaling our business, we're seeking a strategic, data-driven Sr. Director of Marketing to lead our marketing organization, drive profitable growth, and grow a world-class marketing function that can efficiently scale with the business. This role can be remote in Orlando, Miami, or Austin, TX. Strong preference for this role to physically be in Austin, TX, where the Undercover Tourist team is headquartered.

This is a rare opportunity to join an established, high-growth e-commerce company experiencing significant momentum from recently launched new product categories. You'll have the autonomy to lead the entire marketing and content team along with strategic external creator partners, with full ownership of marketing strategy, budget, and P&L impact.

You'll work directly with the GM/Head of Undercover Tourist and cross-functional leadership to lead go-to-market strategy, drive customer acquisition and retention, and maintain and enhance Undercover Tourist as the undisputed leader in family theme park travel.

At Undercover Tourist, you get the 'best of both worlds': we're large enough to have resources and scale, but small enough that you'll have significant autonomy and make a direct, measurable impact on business outcomes. You'll think strategically while also rolling up your sleeves to execute. We're fun, driven, and passionate about helping families create unforgettable vacation experiences. We do this strategically by creating (free!) comprehensive Disney and theme park planning content to engage customers throughout their journey, paired with optimized theme park commerce and exceptional value when they are ready to purchase.

Essential Functions

Strategic Leadership & Business Impact (20%)

• Own overall marketing strategy and annual planning aligned with company revenue, budgets and growth objectives
• Manage marketing P&L and budget allocation across paid, owned, and earned channels with clear ROI accountability
• Drive data-driven decision making across the organization through marketing attribution, customer analytics, and performance modeling
• Present marketing performance, insights, and strategic recommendations to both internal and external stakeholders as requested
• Identify and execute strategic growth opportunities including new marketing channels and activations, partnerships, and customer segments

Performance Marketing & Revenue Growth (40%)

• Own customer acquisition strategy and execution across paid media (Meta, TikTok, YouTube), SEO, email, SMS, and other channels as assigned
• Create video and written content briefs ensuring cohesive storytelling, platform experimentation, community growth, and performance optimization
• Drive continual SEO and AI content optimization
• Manage annual paid media budget with clear CPA targets; optimize spend allocation based on channel performance and attribution modeling
• Manage end-to-end creator/influencer programs including partner identification, contract negotiation, campaign briefs, and performance tracking with clear ROI measurement
• Pitch and drive strategic marketing partnerships with key theme park partners (Walt Disney World, Disneyland, Universal Orlando) to unlock co-op marketing budgets and exclusive offers
• Negotiate marketing collaborations, content partnerships, and joint promotional opportunities with external creator partners
• Serve as business lead and creator liaison at high value creator activations (6-8 events annually with travel to CA/FL)
• Explore and implement AI-driven tools to improve content production, campaign performance and customer engagement

Team Leadership & Organizational Development (20%)

• Lead, mentor, and develop a high-performing marketing organization (currently 2 direct reports, 5 indirect reports)
• Manage direct relationships with agency partners, freelancers, and strategic creator partners
• Establish clear team goals, KPIs, and accountability frameworks; conduct regular performance reviews and development planning
• Foster a culture of experimentation, data-driven decision making, continuous improvement, and customer focus

Brand, Content & Customer Experience (15%)

• Oversee cohesive brand strategy and content roadmap that reinforces Undercover Tourist as the leader in theme park travel and exceptional customer value
• Craft differentiated messaging and positioning; conduct competitive analysis to identify key differentiators and opportunities
• Ensure brand consistency and customer experience excellence across all touchpoints (web, email, social, paid, events, partner channels)

Marketing Operations & Technology (5%)

• Own marketing technology stack including UCT custom content admin, SMS platform, analytics (GA4, attribution tools), automation, and AI-powered tools
• Evaluate and drive strategic adoption of martech solutions that improve team efficiency and campaign performance

• Bachelor’s degree in Marketing, Business, Communications, or a related field required; MBA or advanced degree preferred.
• 8+ years of progressive marketing leadership experience, with demonstrated success owning marketing strategy, budget, and P&L in a direct-to-consumer and e-commerce environment.
• Proven performance marketing expertise across paid social (Meta, TikTok, YouTube), SEO, email, and SMS, with hands-on experience managing large-scale media budgets and optimizing for CPA and ROAS.
• Deep experience building and managing creator and influencer programs, including partner identification, contract negotiation, campaign management, and ROI measurement.
• Strong brand and content strategy instincts, with the ability to craft differentiated positioning and ensure brand consistency across all customer touchpoints in a highly competitive marketplace.
• Demonstrated ability to lead, develop, and inspire marketing teams, establishing clear accountability structures, coaching talent, and building a culture of data-driven experimentation.
• Experience managing co-op marketing partnerships and negotiating joint promotional opportunities with major consumer brands or entertainment partners; familiarity with the theme park or travel industry is a strong plus.
• Advanced analytical capability, comfortable with marketing attribution modeling, GA4, customer analytics, and performance reporting, with a track record of translating data into actionable strategy.
• Entrepreneurial mindset with the ability to think strategically and execute tactically; thrives in a fast-moving, lean environment where autonomy and measurable impact go hand in hand.
• Strong executive presence and communication skills, with experience presenting marketing strategy and performance to senior leadership and external partners.

What Sets You Apart:

• You have deep personal passion for travel and family experiences, and you understand intuitively why families trust a brand like Undercover Tourist with one of their most anticipated purchases of the year.
• You enjoy theme parks and bring genuine enthusiasm and credibility to the category.
• You have successfully managed co-op marketing relationships with large brands and know how to negotiate, collaborate, and maintain brand integrity on both sides of the table.
• You’ve built something from a lean foundation. You’ve grown a brand or a team without unlimited resources, and you’re proud of what you built with what you had.
• You know when to be the strategist in the room and when to roll up your sleeves, and your team respects you for both.
• You are a natural storyteller who understands that the best marketing doesn’t feel like marketing, especially to a family planning a once-in-a-year vacation.
• You thrive in a collaborative, entrepreneurial culture where ownership is real, speed matters, and your fingerprints are on everything.

Entertainment Benefits Group offers outstanding employee benefits including:

• 401k Match
• Short Term Disability, Long Term Disability (Company Paid)
• Company Paid Basic Life and AD&DD
• Additional Voluntary Benefits
• Flexible Work Arrangements
• 3 Weeks of PTO + 5 Personal Days
• Paid Holiday Break from Christmas to New Year
• Paid Holidays
• Annual Day of Giving
• Share in the FUN! EBG gives $1000 per year in Tickets-At-Work gift cards to full-time employees to experience and enjoy the savings marketplace!

Your information will be kept confidential in accordance with EEO guidelines.

The statements contained herein reflect general details as necessary to describe the principal functions of this job, the level of knowledge and skill typically required, and the scope of responsibility, but should not be considered an all-inclusive listing of work requirements.