Westgate Resorts is the largest privately held timeshare company in the world, with 60+ resorts in top destinations like Orlando, Las Vegas, Gatlinburg, Park City, and Myrtle Beach. Recognized by U.S. News & World Report as one of the Best Companies to Work For, we’re committed to creating a supportive, rewarding workplace where our 9,000 Team Members can grow and thrive. Since 1982, we’ve delivered unforgettable vacations through exceptional service, innovation, and community engagement. With the recent addition of VI Resorts by Westgate, our footprint now includes the Pacific Northwest, Hawaii, Canada, and Mexico. Join us and be part of a team that values passion, integrity, and excellence, where your work helps create memories that last a lifetime.

Our company is seeking a Director of Field Marketing & Lead Generation - Full Time in Orlando, FL to lead high-impact, territory-based marketing initiatives that drive qualified lead generation and appointment conversion. This full-time, on-site leadership role is hiring immediately and is ideal for an experienced marketing leader with a strong background in event marketing, field operations, and team leadership. The Director of Field Marketing will oversee multi-location marketing campaigns, optimize conversion performance, and lead high-performing teams to deliver measurable business growth across Central Florida.

Success in this Field Marketing Director job in Orlando, FL requires a results-driven mindset, strong leadership capabilities, and the ability to manage multiple priorities across a defined territory. Top performers excel at coaching teams, driving conversion improvements, and maintaining operational excellence in fast-paced environments. You will also play a key role in scaling recruiting efforts, ensuring team readiness, and maintaining brand standards across all marketing touchpoints.

To excel in this role, you must embody our core values of integrity, passion, and a strong work ethic. These values are essential to our success, and we are looking for someone who shares our commitment.

What You Will Do:

• Lead and execute field marketing strategy and lead generation campaigns within assigned territory, driving appointment conversions and ROI
• Oversee event planning, vendor coordination, and on-site execution for marketing activations, trade shows, and community outreach
• Direct staffing, recruiting, onboarding, and performance management for field marketing teams
• Monitor and analyze lead generation KPIs, conversion rates, and campaign performance metrics using CRM and reporting tools
• Manage lead transfer processes, database uploads/downloads, and reporting accuracy across digital platforms
• Ensure adherence to brand standards, compliance guidelines, and operational processes
• Maintain and optimize lead tracking systems and data integrity within CRM platforms
• Build and maintain strategic relationships with event partners, vendors, and community organizations
• Oversee event assets, inventory, and marketing materials, ensuring readiness and brand consistency
• Attend and support events as needed to ensure successful execution and business outcomes
• Perform other duties as assigned

What You'll Bring:

• 8–10 years of experience in field marketing, lead generation, event marketing, retail, hospitality, or customer-facing operations
• Proven leadership experience in team management, recruiting, coaching, and performance optimization
• Experience managing multi-location or territory-based operations preferred

Education & Certifications

• Bachelor’s degree in Marketing, Business Administration, Hospitality Management, or related field

Skills/Knowledge

• Expertise in field marketing strategy, event marketing, and lead generation best practices
• Strong analytical skills with experience using CRM systems, reporting dashboards, and performance analytics tools
• Advanced leadership and coaching capabilities, including employee development and performance management
• Ability to manage multiple campaigns, teams, and operational priorities simultaneously
• Strong problem-solving and decision-making skills
• Excellent written and verbal communication skills with the ability to present to leadership and stakeholders
• Experience with digital lead capture tools (QR codes, tablets, mobile apps)
• Basic technical troubleshooting skills for marketing technology tools
• Proficiency in Microsoft Office (Excel, Word, PowerPoint)

Travel Requirements

• Up to 25% travel (in-state and out-of-state)

Why Westgate?  

• Comprehensive Health Benefits – Medical, Dental, and Vision Coverage
• Paid Time Off – Vacation, Sick, and Personal Time to Recharge
• Paid Holidays
• 401(k) with Generous Company Match to Support Your Future
• Daily Pay – Access Your Earnings When You Need Them
• Family-Focused Benefits – Pregnancy, Parental Leave, and Adoption Assistance
• Wellness Programs to Support Your Well-Being
• Flexible Spending Accounts (FSA)
• Tuition Assistance to Help You Grow Your Career
• Military Leave
• Employee Assistance Program (EAP) – Support When You Need It Most
• Life, Disability, Accident, Critical Illness, and Hospital Insurance
• Pet Insurance for Your Furry Family Members
• Loyalty Program – Exclusive Discounts on Hotels, Cruises, Resorts, Restaurants, Entertainment, and More
• Low-Cost Gym Membership
• NEW! David A. Siegel Legacy Scholarship – Up to $40,000 for Team Members’ Dependents
• Career Growth and Advancement Opportunities
• Community Involvement – Give Back and Make an Impact

Westgate Resorts is an Equal Employment Opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability status or any other protected status under federal, state or local law. If you have a disability and believe you need a reasonable accommodation in order to complete your application or any part of the recruiting process, please email [email protected] with the job title and the location of the position for which you are applying.

This job posting is intended to provide a general overview of the position and may not include every responsibility, duty, or qualification required. Duties, responsibilities, and activities may change at any time with or without notice.