The Associate, Enrollment & Sales – Acquisition supports the Youth Camps & Events Sales & Enrollment team by helping attract and engage new families to the Headfirst community. This role focuses on the “top of the funnel”work and will be executing outreach campaigns, managing lead pipelines, and contributing to initiatives that convert first-time families into enrolled participants. The Sales & Enrollment team introduces new families to the inspiring camp and event experiences that spark growth, teamwork, and confidence in every child, building trust through clear communication, knowledgeable support, and proactive outreach. The Associate, Enrollment & Sales – Acquisition helps fuel sustainable growth by reaching new audiences, communicating program value, and ensuring that every prospective family’s first impression of Headfirst is exceptional. 

Location & Travel: This is a full-time, in-person role based in Washington, D.C., reporting to the General Manager of Youth Camps & Events.

• This role may involve travel and daytime visits to our DC, Maryland, and Virginia Summer Camp locations as well as our nationwide Professional Sports Camp locations – primarily in June, July, and August.

Compensation: This role has annual salary budgeted at $45,000 - $50,000. 

Benefits: Full-time team members are eligible for paid time off and 10 paid holidays annually, health, dental, and vision insurance, 401(k) matching, and employee discounts on our programs and offerings.

Timeline: We will begin screening candidates as soon as early February, with a goal start date of late February, 2026. 

• Support Acquisition Campaign Execution. Assist in planning, coordinating, and implementing outbound campaigns—email, phone, digital, and event-based—that generate inquiries and new enrollments. Ensure all outreach aligns with brand tone, goals, and timelines. 
• Manage Lead Pipelines. Track prospective families from initial contact through registration, ensuring consistent and accurate communication. Maintain disciplined data entry and workflow management within HubSpot. 
• Assist with Audience Targeting. Help analyze new-customer data to identify high-return audiences and outreach channels. Collaborate on testing and refining messaging to improve conversion efficiency. 
• Collaborate Across Functions. Work with the Systems & Campaign Coordination and Customer Success teams to ensure new families receive clear, timely, and personalized information that builds trust and drives early registration. 
• Support Creative Acquisition Efforts. Contribute ideas for lead capture, partnerships, and community outreach opportunities that strengthen Headfirst’s brand presence and fill the top of the funnel. 
• Youth Events Divisional Support: 
  • Budgeting: Assist in tracking spend, revenue and performance across acquisition efforts (e.g., campaigns, promotions, events). Help record and organize data related to costs, enrollments and revenue generation – supporting reporting of top-line performance and post-campaign reviews that inform future outreach decisions. 
  • Policies, Procedures, and Documentation: Support policy and procedure initiatives by gathering feedback, assisting with drafting and updating documentation, and helping record and organize workflow processes to improve clarity, consistency, and operational efficiency. 
  • Metrics and Reporting: Assist in gathering, organizing, and reviewing data for performance metrics and reports, supporting analysis to identify trends and insights, and helping maintain accurate documentation to inform decision-making and continuous improvement efforts.  
• Handle the Curveballs. No two days are the same at Headfirst, and every member of our team will face unexpected challenges. You may be asked to problem-solve, assist cross-functionally, and take on additional responsibilities as needed. 

Required Qualifications:

• You have a bachelor’s degree (or equivalent experience) in marketing, communications, business, or a related field. 
• You have 1-2 years of experience in sales, marketing, customer engagement, or outreach (internships welcome). 
• You are comfortable with CRM tools (HubSpot preferred) and data entry best practices. 
• You are a clear and confident communicator, comfortable connecting with families by phone, email, and digital channels. 
• You are detail-oriented, organized, and reliable, able to manage multiple priorities accurately. 
• You are creative and proactive, eager to contribute ideas for new-family outreach and engagement. 
• You are motivated by growth, excited to help families discover meaningful Headfirst experiences. 
• Ability to build relationships and collaborate with individuals from a diverse array of backgrounds – internally and externally.
• Possession of the temperament and drive to excel within a high-growth environment and to work until the job is done each day.

Universal Headfirst Team Values & Expectations 

• A solution oriented individual who shares The Headfirst Companies’ core mission and values, and believes in our ability to work together to make a difference in the lives of children and young adults.  
• You are a motivated self-starter who is autonomous and dependable 
• You are a team player who approaches professional hurdles with a strong sense of individual responsibility and a sincere emphasis on team over self 
• You are a humble and enthusiastic leader who possesses the passion and polish to serve as an ambassador of the Headfirst Companies 
• You are a doer who has an entrepreneurial spirit and a focus on finishing the job every day 
• You are an independent thinker who assumes responsibility beyond what is asked, and takes initiative for positive change 
• You are a flexible, coachable, and down-to-earth teammate who has the desire and capacity to grow through self-reflection, and by both providing and receiving thoughtful, constructive performance feedback 
• You are a patient problem-solver and consummate professional who has the ability to prioritize and multitask, managing several projects concurrently, sometimes under pressure, and often with tight deadlines, while maintaining a positive attitude and professional demeanor.

Headfirst Companies is all about creating unforgettable experiences that inspire growth, learning, and connection. From our Washington, D.C. headquarters, our full-time team works year-round to shape every detail of our three programmatic divisions: Headfirst Youth Events, Headfirst Showcase Camps, and KI Concerts.

With our Headfirst Youth Camps & Events division, we deliver top-tier STEM, sports, and day camps for kids in the D.C. metro area which keep us at the forefront of innovation and fun. We partner with legendary pro sports teams across the country to bring young players up close to the magic of the game through behind-the-scenes access and engaging instruction.   

Our renowned Headfirst Showcase Camps division connects talented student-athletes with coaches from the nation's top collegiate baseball and softball programs through events which are carefully crafted to bring out the best in players and help them shine in the spotlight.   

Headfirst Companies are proud to be Equal Opportunity Employers. We value diversity and inclusivity across our community and strongly encourage individuals from underrepresented groups to apply.