Assistant Retreats Director Little Pink Houses of Hope Burlington, NC Job Details Full-time $46,000 - $56,000 a year 2 days ago Benefits Health insurance Paid time off Flexible schedule Qualifications Stakeholder engagement Teamwork Fiscal management Volunteer management Team leadership Spreadsheets Coaching Project coordination Performance feedback (performance evaluation method) Leadership development Team development Volunteer training Bachelor's degree Relationship management Project budget management Data-driven problem-solving Working with families Leadership training (staff training program) Leadership development programs AI-driven automation Project leadership Property management Teaching Program budgeting Full Job Description Position Overview Little Pink Houses of Hope is seeking an Assistant Director of Retreat Programs who is passionate about developing people, strengthening programs, and creating exceptional experiences for families impacted by breast cancer. This is a hands-on leadership position for someone who can move comfortably between the big picture and the smallest details. One day may involve facilitating a training for 50 volunteer leaders; another may involve coaching an individual volunteer, reviewing a retreat schedule, analyzing a budget, evaluating data, or identifying a better technological solution for a recurring process. The Assistant Director of Retreat Programs will work closely with the Retreats Program Director and other members of the Little Pink team to ensure that retreat programs are mission-centered, consistently delivered, financially responsible, continuously improving, and supported by exceptional volunteer leaders. We are looking for someone who does more than complete tasks. The right person will evaluate, question, improve, teach, collaborate, and lead. Key Responsibilities Develop Leaders and Build Capacity

• Plan, develop, facilitate, and evaluate large- and small-group trainings for retreat leaders and volunteers.
• Help develop training curriculum, presentations, resources, run-of-show documents, and supporting materials.
• Assist in leading annual Retreat Leaders' training weekends.
• Provide ongoing coaching, feedback, resources, and support to retreat leaders.
• Facilitate or support participant, volunteer, and leader Zoom meetings.
• Conduct regular meetings with retreat location leaders to evaluate progress, identify challenges, and ensure timely completion of retreat planning.
• Become fully trained in Little Pink's Coach, Director, and Coordinator roles in order to effectively teach, support, and evaluate field leaders.
• Model a culture in which feedback is expected, growth is valued, and strong performance is developed rather than assumed. Recruit, Assess, Place, and Develop Volunteers
• Recruit and cultivate prospective retreat volunteers.
• Interview, assess, and vet volunteers through conversations, references, recommendations, and established selection processes.
• Evaluate volunteer strengths, readiness, interpersonal skills, and fit for specific retreat roles.
• Coordinate volunteer invitations, assignments, confirmations, and communications.
• Build meaningful ongoing relationships with volunteers.
• Support and train volunteers before and during their retreat experience.
• Evaluate volunteer performance and contribute to future placement and leadership-development decisions. Protect and Improve Retreat Quality
• Review retreat schedules, activities, systems, processes, and structures for quality, consistency, and alignment with Little Pink's mission.
• Evaluate program decisions through the lens of the participant and family experience.
• Identify inconsistencies, inefficiencies, risks, or opportunities for improvement.
• Work collaboratively with retreat leaders to strengthen programming without losing the unique character of individual retreat communities.
• Review retreat planning documents and interactive spreadsheets for completeness and accuracy.
• Ensure accurate retreat information is reflected in Little Pink's digital systems and app.
• Work with property managers, homeowners, retreat leaders, and program staff to protect the integrity of retreat accommodations and capacity.
• Support retreat bookings, property coordination, sponsor recognition, program gifts, vendors, and special retreat needs when appropriate.
• Serve as an on-call property backup for your portfolio of retreats.
• Attend approximately 2-4 Little Pink retreats annually and conduct approximately 2-4 retreat site visits annually. Property Recruitment & Portfolio Management
• Recruit and secure appropriate retreat properties through preferred vendors, property management partners, and private property donors.
• Build and maintain strong relationships with property managers, homeowners, donors, and housing partners.
• Evaluate properties for family needs, location, capacity, accessibility, quality, cost, and overall retreat experience.
• Maintain a reliable property portfolio that meets current and anticipated housing needs in each retreat market.
• Monitor inventory and proactively address housing gaps, changing availability, and replacement needs.
• Coordinate with property partners and internal staff to ensure accurate information regarding availability, accommodations, and requirements.
• Ensure property expectations, agreements, and financial parameters are clearly understood and followed.
• Steward property donors and preferred vendors so they remain informed, valued, and connected to Little Pink's mission.
• Use property and retreat data to guide future housing needs and acquisition priorities. Lead With Financial Discipline
• Create, review, monitor, and evaluate retreat budgets.
• Understand the financial parameters associated with retreat programming and decision-making.
• Help leaders make thoughtful decisions that balance program quality with fiscal responsibility.
• Monitor expenses and identify potential budget concerns before they become problems.
• Evaluate spending choices based on mission impact, participant experience, and available resources.
• Model strong financial stewardship and establish that expectation with retreat leaders and volunteers. Strengthen a Culture of Collaboration, Feedback, and Growth
• Work collaboratively across departments and with staff, volunteers, leaders, community partners, and other stakeholders.
• Give clear, respectful, and actionable feedback and receive feedback with curiosity.
• Navigate challenging conversations with professionalism and empathy.
• Help resolve interpersonal or leadership challenges when they arise.
• Build trust while maintaining appropriate expectations and accountability.
• Contribute ideas, challenge assumptions constructively, and participate actively in organizational problem-solving. Use Data, AI, and Technology to Make Us Better
• Continually strengthen skills in data, spreadsheets, digital tools, AI, and emerging technologies.
• Use data to identify trends, evaluate program quality, inform decisions, and measure results.
• Look for opportunities to automate or simplify repetitive processes.
• Evaluate existing workflows and recommend better ways of working.
• Maintain accurate and reliable retreat information across organizational systems.
• Use AI and technology thoughtfully to increase efficiency, communication quality, consistency, and organizational capacity. Minimum Qualifications
• Bachelor's degree from an accredited college or university.
• Demonstrated experience in training, facilitation, professional development, volunteer management, program management, or a related field.
• Ability to confidently facilitate both large-group trainings and individualized coaching and development conversations.
• Strong interpersonal skills and demonstrated ability to assess, develop, support, and provide constructive feedback to others.
• Strong relationship-building skills and the ability to represent Little Pink professionally with property owners, vendors, donors, and community partners.
• Strong organizational and project-management skills with the ability to manage multiple programs, deadlines, stakeholders, and priorities simultaneously.
• Experience working with budgets and demonstrated understanding of responsible financial stewardship.
• Strong written and verbal communication skills.
• High attention to detail combined with the ability to evaluate programs from a broader strategic and participant-centered perspective.
• Proficiency with spreadsheets and common workplace technology, along with a demonstrated willingness to develop skills in data analysis, AI, automation, and emerging technology.
• Ability to work independently while thriving within a highly collaborative, feedback-oriented team environment.
• Willingness and ability to travel for retreats, site visits, training events, and other program needs, including occasional evenings and weekends. Preferred Experience
• Volunteer recruitment, interviewing, assessment, placement, and development.
• Training or professional development program design and facilitation.
• Nonprofit, hospitality, retreat, camp, event, or experiential program management.
• Program evaluation, quality assurance, or continuous improvement.
• Budget creation, monitoring, and financial analysis.
• Working with families, patients, caregivers, or mission-driven constituent groups.
• Using data to evaluate programs and improve decision-making.
• Using AI, automation, databases, or other technology to improve organizational efficiency.

You May Be a Great Fit If... You enjoy developing people more than simply directing them. You notice when a process is not working and naturally begin thinking about how it could work better. You can look at a retreat schedule and see both the logistical details and the experience a family will have because of those decisions. You respect a budget and understand that creativity and financial discipline can coexist. You are comfortable developing external relationships and asking partners to invest their properties, resources, or services in Little Pink's mission. You think proactively about future needs rather than waiting until a housing shortage becomes an urgent problem. You can lead a room, coach an individual, analyze a spreadsheet, navigate a difficult conversation, and learn a new technology without believing any of those responsibilities are "someone else's job." You are comfortable asking questions, receiving feedback, changing your mind when the data tells you something different, and helping other people grow. We value people who are curious, accountable, resourceful, comfortable receiving feedback, and willing to respectfully challenge the status quo when there is a better way to serve our families and advance our mission. What Success Looks Like

• Leaders feel prepared, supported, challenged, and equipped to succeed.
• Volunteers are thoughtfully recruited and placed in roles where they can thrive.
• Retreat experiences remain consistently excellent and centered on the needs of participating families.
• Program decisions reflect both mission impact and responsible financial stewardship.
• Problems are identified early and addressed thoughtfully.
• Feedback leads to improvement rather than defensiveness.
• Data informs decisions and technology increases capacity rather than adding complexity.
• Retreat systems become stronger, more consistent, and more scalable as Little Pink grows.
• Each retreat market has an appropriate, reliable, and sustainable portfolio of housing for participating families.
• Property partners, preferred vendors, and private donors are thoughtfully cultivated and stewarded.
• Potential housing gaps are identified early and addressed proactively.
• Property acquisition decisions balance family needs, retreat quality, operational feasibility, and responsible financial stewardship.
• Little Pink's property portfolio grows strategically as the organization and Retreats Program expand.

About Little Pink Houses of Hope Little Pink Houses of Hope creates opportunities for families impacted by breast cancer to step away from the demands of treatment and everyday life, reconnect with one another, build meaningful relationships with other families, and celebrate life together. Our retreat experiences depend on an extraordinary network of volunteers, leaders, community partners, property partners, donors, and supporters. The Assistant Director of Retreat Programs plays an important role in developing that network and protecting the quality of the experience we provide to every Little Pink family. If you are a developer of people, an evaluator of programs, a responsible steward of resources, a collaborative teammate, and a curious learner who wants your work to have tangible impact, we would love to hear from you.

Pay:

$46,000.00 - $56,000.00 per year

Benefits:

Flexible schedule Health insurance Paid time off

Work Location:

Hybrid remote in Burlington, NC 27215