Now Hiring

Position: Experiential Learning Facilitator
Location: Hartsville, South Carolina
Schedule: Afterschool, Monday–Thursday; some weekends for trips and events

We are seeking passionate, mission-driven adults to join our team as Experiential Learning Facilitators, guiding adolescents in meaningful, reflective, and adventure-based learning experiences. This is more than a teaching role — it’s an opportunity to mentor, inspire, and cultivate the next generation of leaders.

Position Overview

Experiential Learning Facilitators are responsible for creating safe, engaging, and reflective learning environments for youth in our after-school program. Facilitators guide activities, support leadership development, model Cypress values, and contribute to a collaborative team culture.

All hires begin at Level 1, with opportunities to progress to Level 2 and Level 3 based on demonstrated skills, experience, and performance. Progression is flexible and individualized, encouraging professional growth and mastery of experiential learning and youth leadership facilitation.

Key Responsibilities (All Levels)

• Facilitate daily program activities, including warm-ups, lessons, and reflective circles

• Support youth in developing leadership, teamwork, and self-awareness

• Model and uphold the 6 Cypress Values during all interactions

• Assist with program logistics: transitions, snacks, materials, safety checks, and clean-up

• Participate in team planning, debriefs, and professional development

• Collaborate with Program Coordinators and fellow facilitators to ensure high-quality programming

Additional responsibilities grow with each level (1–3), including:

• Providing feedback and mentorship to peers

• Leading deep-thought or content-rich activities

• Assisting with data collection, case management, and goal tracking

• Driving transportation (if qualified) and supporting off-site activities

• Contributing to recruitment, training, and program design

Qualifications & Skills

We are looking for candidates who:

• Are passionate about youth development and experiential learning

• Can guide and inspire adolescents through reflective, hands-on learning

• Demonstrate strong interpersonal, communication, and teamwork skills

• Are open to feedback and continuous growth

• Have the ability to manage group dynamics and adapt to the needs of diverse learners

• Hold or are willing to obtain First Aid/CPR/AED certification (required at Level 2+)

Preferred:

• Previous experience in youth leadership, outdoor education, social-emotional learning, or positive youth development

• Experience with adventure-based activities, camping, hiking, or other experiential learning programs

Hours & Compensation

• Afterschool shifts (Part-time): Monday–Thursday, with additional hours for trips, events, and professional development

• Hourly pay starting at $18–$25 depending on level and experience

• Full schedule and annual hours vary by level (Level 1: ~688 hrs/year; Level 3: ~1,096 hrs/year)

• Opportunities for professional growth and advancement

Why Join Us?

• Work in a mission-driven, values-based organization

• Collaborate with a passionate, creative team

• Gain hands-on experience facilitating youth leadership and experiential learning

• Grow professionally through structured levels and mentorship opportunities

How to Apply

Please submit a resume and cover letter describing:

• Your experience working with youth

• Why you are passionate about experiential learning and youth leadership

• Any relevant certifications or skills

Apply to programs@cypressadventures.org

Cypress Adventures is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all staff and participants.

Position: Program Assistant
Location: Hartsville, South Carolina
Schedule: Afterschool, Monday–Thursday; some weekends for trips and events

We are seeking a dedicated Program Assistant to join our team. This role is ideal for someone who enjoys hands-on support, working closely with youth, and contributing to a positive program culture.

Position Overview

Program Assistants provide essential support to the Youth Leadership Program. They help with daily logistics, participant supervision, and program operations, ensuring that activities run smoothly and safely. This role is a great opportunity to gain experience in youth development, outdoor education, and experiential learning, and it provides a natural pathway for growth into a Facilitator role if desired.

Key Responsibilities

• Assist with daily program operations, including snack preparation, transitions, and clean-up

• Support facilitators during lessons, activities, and reflective circles

• Monitor youth for safety and engagement

• Track and maintain program supplies and equipment

• Support off-site activities and trips as assigned

• Participate in team meetings, debriefs, and in-service training

Qualifications & Skills

• Passion for youth development and experiential learning

• Strong interpersonal, communication, and teamwork skills

• Reliable, punctual, and attentive to detail

• Able to follow program guidelines and Cypress Values

• Open to feedback and learning from facilitators and coordinators

Preferred:

• Experience working with adolescents or in educational, outdoor, or leadership programs

• Comfort with outdoor activities, adventure-based programming, and group supervision

Hours & Compensation

• Afterschool shifts (Part-time): Monday–Thursday, with additional hours for trips, events, and professional development

• Hourly pay: $18–$20 depending on experience

• Opportunities for professional growth, including potential progression to Experiential Learning Facilitator

Additional Requirements

• Minimum age is 18

• Must be able to pass a background check

How to Apply

Please submit a resume and cover letter describing:

• Your experience working with youth

• Your interest in experiential learning and youth leadership

• Any relevant skills or certifications

Apply via to programs@cypressadventures.org

Cypress Adventures is an equal opportunity employer. We prioritize diversity and are committed to creating an inclusive environment for all staff and participants.

Position: Administrative Assistant
Location: Hartsville, South Carolina
Schedule: Full-time, Exempt

As our organization continues to grow, we are seeking a highly organized, proactive, and detail-oriented Administrative Assistant to support the operational and financial backbone of the organization. This role is critical to ensuring the smooth day-to-day functioning of our campus and administrative systems.

Position Overview

The Administrative Assistant will report directly to the Executive Director and play a central role in managing the organization’s administrative, financial, and operational needs. This individual must be a self-starter who can work independently, manage multiple priorities, and maintain strong systems with minimal supervision.

This position oversees executive-level administrative support, financial record-keeping, and daily campus operations, helping ensure that Cypress Adventures runs efficiently and sustainably.

Key Responsibilities 

Administrative & Executive Support. 

• Provide direct administrative support to the Executive Director, including calendar management, scheduling, meeting coordination, and correspondence 

• Prepare agendas, take meeting notes, and support follow-up on action items 

• Manage organization-wide calendars, deadlines, and internal communications

Finance & Accounting (Required) 

• Manage and maintain financial records using QuickBooks (required experience) 

• Process invoices, payments, reimbursements, and expense tracking 

• Support budgeting, basic financial reporting, and reconciliation 

• Maintain organized financial and administrative documentation 

• Collaborate with leadership and external partners (e.g., accountants, auditors) as needed

Operational & Campus Management

• Oversee day-to-day operational needs of the Cypress Adventures campus 

• Manage supplies, vendors, and basic facilities coordination 

• Support program operations with scheduling, logistics, and administrative systems 

• Ensure organizational processes are followed and continuously improved

General Administrative Duties 

• Maintain filing systems (digital and physical) 

• Support compliance, recordkeeping, and organizational documentation 

• Assist with onboarding, internal systems, and special projects as assigned

Qualifications & Skills

We are looking for candidates who:

• Have demonstrated experience using QuickBooks for finance and accounting tasks (required) 

• Possess a strong understanding of basic accounting and financial processes 

• Are highly organized, detail-oriented, and dependable 

• Can work independently, manage priorities, and meet deadlines 

• Are proactive, resourceful, and comfortable taking initiative 

• Demonstrate professionalism, discretion, and strong communication skills

Preferred:

• Previous experience working in a nonprofit organization 

• Experience supporting executive leadership 

• Bachelor’s degree preferred; relevant professional experience will be considered in lieu of a degree

Hours & Compensation

• Schedule: Full-time, flexible schedule

• Compensation: $35,000-$40,000 depending on experience.  

• Opportunities to grow with a mission-driven and expanding organization

Why Join Us?

• Work in a mission-driven, values-based organization making a real impact in the community

• Work closely with executive leadership and play a key role in organizational success

• Enjoy autonomy, trust, and meaningful responsibility

• Contribute to a growing organization with room for professional growth

How to Apply

Please submit a resume and cover letter describing:

• Your administrative and financial experience

• Your experience working in QuickBooks

• Your interest in nonprofit work

Apply to info@cypressadventures.org

Cypress Adventures is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all staff and participants.