Position Summary

As Road to Hire approaches the milestone of 1,000+ alumni, the organization is entering a critical phase in its evolution. The Director/Program Manager of Alumni Engagement & Services will serve as both a strategic architect and hands-on executor, defining and implementing the next chapter of Road to Hire’s alumni engagement model.

This leader will design a scalable, future-ready alumni strategy that supports both early-career and advanced-career alumni, strengthens connection and belonging, enhances career mobility, and activates alumni as ambassadors, volunteers, and donors. The role partners closely all teams within Road to Hire, particularly marketing/communications and advancement/philanthropy to develop a robust alumni giving program that aligns with long-term sustainability goals.

This position also manages one individual contributor, with opportunities to build a larger alumni team in future years based on outcomes, budget, and demonstrated impact. This role is central to shaping the future of Road to Hire’s alumni community and its prime for future growth along with the team based on impact and scale.. As R2H surpasses 1,000 alumni, this leader will define and execute the next chapter of alumni engagement, ensuring alumni experience meaningful support, career advancement, community, and opportunities to give back. Their leadership will directly strengthen alumni impact and drive Road to Hire’s long-term sustainability.

This role requires a hybrid schedule and will be based in our South Charlotte, NC Headquarters (Tuesday through Thursday) and work fully remotely on Mondays and Fridays each week.

Reporting Structure:
Reports to the Chief Operating Officer for the first 6–8 months, then transitions to reporting directly to the to be hired founding Chief Advancement Officer. This role/team is a member of the Workforce, Innovation and Alumni Network (WIN) team.

Key Responsibilities

Strategic Leadership & Model Evolution (Primary Responsibility)

• Define and execute Road to Hire’s long-term alumni engagement strategy, aligned to organizational mission, workforce development outcomes, and the milestone of serving 1,000+ alumni.
  
  
• Design an updated, scalable alumni engagement and support model that meets the needs of both early-career and advanced-career alumni and positions them for continued opportunities and impact.
  
  
• Build on the strong foundation of existing alumni efforts while adopting new strategies that expand reach, deepen engagement, and enable alumni to contribute meaningfully to program growth.
  
  
• Lead multi-year strategic planning, including frameworks for alumni affinity groups, regional chapters, digital engagement models, and leadership pathways.
  
  
• Serve as Road to Hire’s internal expert on alumni strategy, advising senior leaders and collaborating across teams.
  
  
• Manage one individual contributor, with the opportunity to grow the team based on organizational scale and demonstrated outcomes.
  
  

Alumni Engagement, Events & Programming 

• Oversee and lead the strategy and execution of 4–5 signature alumni events annually, ensuring they deepen connection and reflect strategic priorities. Signature events may include convenings such as the Women in Tech Conference, Alumni End-of-Year events, or quarterly touchpoints.
  
  
• Update and develop an evolved alumni engagement and support model that aligns with Road to Hire’s scale, capacity, and mission, incorporating alumni feedback and proven industry practices for alumni engagement.
  
  
• Serve as liaison to the Student Success team to facilitate smooth and intentional transitions from participant status into the alumni community.
  
  
• Develop and execute the strategy for an Alumni Council, in partnership with the CEO including strategy, recruitment, roles, and annual priorities.
  
  
• Recruit, develop, and support alumni volunteers serving as mentors and organizational ambassadors to board, community and other stakeholders.
  
  
• In collaboration with the Office of Advancement, build and launch Road to Hire’s alumni giving program, including engagement pathways, messaging, stewardship structures, and campaign strategies.
  
  
• Maintain deep relationships with alumni through consistent outreach, cultivation, and portfolio management to strengthen long-term engagement and affinity. Maintain
  
  

Communications, Data & Digital Engagement 

• Partner with Strategic Communications & Marketing (Strategy, Talent & Operations Team) to define communications strategy for alumni audiences and ensure alignment with organizational messaging, storytelling, and brand standards.
  
  
• Oversee alumni engagement data, employment outcomes, and communication workflows within Salesforce or similar systems. Maintain ongoing, accurate and updated alumni records according to annual KPI’s and baseline goals.
  
  
• Use data insights to evaluate alumni engagement trends, measure program effectiveness, and inform long-term strategy.
  
  

Advancement Partnership & Alumni Giving Strategy 

• In collaboration with the Office of Advancement:
  
  
• Develop and execute Road to Hire’s alumni giving program.
  
  
• Segment alumni audiences and cultivate alumni leaders with philanthropic potential.
  
  
• Support annual and campaign-based giving initiatives.
  
  
• Integrate alumni stories and outcomes into donor communications and stewardship.
  
  
• Ensure that alumni engagement and advancement strategies reinforce one another and drive long-term sustainability.

  

What We’re Looking For:

Required Experience

• 5+ years leading alumni teams or managing large-scale alumni functions serving 1,000+ individuals or more.
  
  
• Demonstrated experience both setting strategy and executing it in a nonprofit, workforce development, higher education, or comparable setting.
  
  
• Team management experience
  
  
• Strong event planning, program management, and stakeholder engagement skills.
  
  
• Bachelor’s degree required in a related field; Master’s preferred.
  
  

Preferred Experience

• Documented track record building or expanding alumni programming for scale
• Strategic planning and alumni engagement training
• Experience partnering with advancement or fundraising teams.
• Experience using Salesforce or similar CRM platforms.
• Background in workforce development, career services, community engagement, or alumni relations.
  
  

Key Skills

• Strategic visioning and long-term planning
• Ability to operate at both strategic and tactical levels
• Strong relationship-building and interpersonal communication
• Event execution and project management excellence
• Cross-functional collaboration and partnership
• Multicultural competence and inclusive leadership
• Data-informed decision making and CRM proficiency

  

Compensation: 

• Cash Compensation Range: $72,000 - $78,500 + full benefits

*Note actual salary is based on qualifications, and experience 

 

Additionally, the following benefits are provided by Red Ventures, subject to eligibility requirements.

• Health Insurance Coverage (medical, dental, and vision)
• Life Insurance
• Short and Long-Term Disability Insurance
• Flexible Spending Accounts
• Holiday Pay
• 401(k) with match
• Employee Assistance Program
• Paid Parental Bonding Benefit Program
• Flexible Paid Time Off (PTO): We believe time to rest and recharge is essential.  That’s why we offer a generous and flexible PTO policy.  Full-time employees accrue 20 days of PTO for a full calendar year annually, with an increase to 25 days after five years of service.

 

About Road to Hire:

Road to Hire invests in the untapped potential of young adults by breaking down barriers to career success. We provide continuous support from high school classrooms, through college into high-paying careers, and equip young professionals with the skills, confidence, and opportunities to unlock economic mobility and lasting career growth. Road to Hire is headquartered at the Red Ventures Corporation, its founding corporate partner. R2H is a standalone 501(c)(3) nonprofit organization.

 

Who We Are:

Red Ventures is a global portfolio of high-growth companies — spanning several U.S. businesses, a joint venture in the health services industry, and strategic investments in Europe. Their businesses include The Points Guy, Lonely Planet, Bankrate, the Allconnect Platform, RV Home Client Growth, RV Growth & Transformation, Sage Home Loans Corporation, and more. Across the portfolio, Red Ventures businesses deliver seamless digital experiences for consumers, help Fortune 100 clients solve large-scale digital growth challenges, and create world-class experiences and opportunities for employees. Learn more at redventures.com and follow @RedVentures on LinkedIn and Instagram.

At Red Ventures, we believe diverse, inclusive teams are better. To help you better understand our core values and beliefs, we encourage you to watch this brief YouTube video: Our Belief Statements. This will give you insight into the principles that guide our work and our commitment to fostering an inclusive environment.

 We offer competitive salaries and a comprehensive benefits program for full-time employees, including medical, dental and vision coverage, paid time off, life insurance, disability coverage, employee assistance program, 401(k) plan and a paid parental leave program.

Red Ventures is an equal opportunity employer that does not discriminate against any employee or applicant because of race, creed, color, religion, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy or any other basis protected by law. Employment at Red Ventures is based solely on a person's merit and qualifications. 

We are committed to providing equal employment opportunities to qualified individuals with disabilities. This includes providing reasonable accommodation where appropriate. Should you require a reasonable accommodation to apply or participate in the job application or interview process, please contact [email protected]. 

If you are based in California, we encourage you to read this important information for California residents linked here.