Trajector is where purpose meets progress. We specialize in medical evidence services that become the compass our clients rely on while navigating the intricate terrain of disability benefits. Our calling is clear: to make a real difference, infuse passion, and enhance the quality of life for the disabled community. As part of our global community, you'll join a team of over 1,800 dedicated individuals, each contributing their unique talents to streamline the path to benefits. Urgency propels us, data empowers us, and every step is tailored to ensure those with disabilities access their rightful compensation. Join us in shaping stories of transformation, one life at a time.

Trajector is scaling a high-volume demand engine to reach and engage Veterans and people with disabilities. We’re looking for a Head of Demand Generation to design, lead, and optimize the top of the funnel—someone who can generate qualified demand at scale while ensuring every campaign reflects the integrity and purpose of the mission we serve. 

This is a role for a builder who thrives in high-volume environments. You’ll own the acquisition strategy, manage significant budgets, and lead a team focused on delivering measurable results with care and precision. You’ll balance creativity, experimentation, and operational rigor to drive reach, efficiency, and impact—helping ensure every Veteran’s health story can be seen, heard, and understood. 

Why This Role Matters 

Every campaign you design will help connect more Veterans and people with disabilities to accurate, credible medical documentation that tells their story clearly and completely. The quality and integrity of your work will directly influence how effectively those stories are seen and understood by the VA. 

This role blends creativity, accountability, and mission. It’s about scaling performance responsibly—helping more people help more people through systems that honor service and uphold trust. 

• Competitive compensation ranging from $161,700 - $222,400 per year PLUS quarterly bonus.  
• Medical, dental, vision, 401k program, and more.
• Paid time off, including seven (7) federal holidays plus two (2) flex holidays for DEI.
• Joining a rapidly growing organization.

What You’ll Do:

• Lead Trajector’s demand generation strategy across all channels 

• Manage and optimize large, multi-channel budgets focused on lead quality, cost efficiency, and conversion velocity. 

• Build and refine funnel structures, click paths, and conversion canvases to maximize performance. 

• Develop testing and experimentation frameworks that improve audience targeting, creative effectiveness, and offer alignment. 

• Introduce data-informed workflows that accelerate optimization and improve campaign consistency. 

• Collaborate with Creative, Lifecycle, and Analytics teams to connect message, media, and measurement. 

• Partner with RevOps and Engineering to ensure clean tracking and attribution across the entire revenue stack. 

• Lead, coach, and grow a focused team of paid media specialists and analysts. 

• Work collaboratively with agency partners where they add speed or scale. 

• Report performance insights—volume, efficiency, quality, and ROI—to executive leadership with clarity and accountability. 

• Encourage and model experimentation with AI and emerging marketing technologies and tools to improve workflow speed, creative variation, and insight generation. 

• 8+ years of experience in demand generation or performance marketing managing large budgets and high-volume lead flows. 

• Demonstrated success generating hundreds of thousands of qualified leads monthly across multiple channels. 

• Deep understanding of audience monetization, growth stacking, and funnel optimization. 

• Strong command of campaign management, testing frameworks, and optimization workflows. 

• AI-native thinking and familiarity with modern workflow and experimentation tools  

• Ability to balance creativity and analytics — equally comfortable writing briefs and reviewing dashboards. 

• Skilled in using data to inform decisions and drive performance. 

• Proven success leading high-performance, fully remote teams with clear communication, measurable accountability, and an emphasis on shared success. 

• Experience mentoring and scaling distributed marketing teams that operate with speed, precision, and autonomy. 

• A disciplined, detail-oriented approach grounded in data, ethics, and service. 

Trajector is an EOE/Veterans/Disabled/LGBTQ employer