Youth Engagement Specialist II - Maui

Liliuokalani Trust

1d•Onsite

About The Position

The Youth Engagement Specialist II (YES II) is an experienced youth development practitioner who independently designs and facilitates social-emotional learning and positive youth development programming, actively cultivates warm and welcoming community and program environments, and responds both proactively and reactively to complex youth needs. The YES II exercises programmatic autonomy and professional judgment, leads structured program experiences, and provides mentorship and informal guidance to other team members. The YES II builds strong relationships, manages group dynamics, and adapts activities in real time to support youth development. The YES II may also function as a specialized practitioner by leading structured learning experiences such as arts, culinary, athletics, or other skill-based programming and coaching youth toward growth and goal progression. YES workers are an integral part of the holistic wraparound supports provided throughout Liliʻuokalani Trust programs for youth and their families.

Requirements

Bachelor's degree in Social Work, Human Services, Psychology, Education, or a related field required; or equivalent combination of education and experience
Minimum of 2-3 years of progressively responsible experience in youth development, community-based programming, or a related field
Demonstrated experience independently facilitating youth programming, groups, or structured learning experiences
Knowledge of Social Emotional Learning (SEL) frameworks and Positive Youth Development (PYD) principles
Strong relationship-building, communication, and group facilitation skills.
Demonstrated commitment to working with Native Hawaiian youth and communities
Valid driver's license, clean traffic abstract, and access to a privately owned automobile with valid no-fault insurance
TB clearance required
Criminal history background check required as part of pre-employment process
Ability to lift 25 lbs.
Requires frequent sitting, standing, and walking on uneven terrain.
Some outdoor work on land assets is expected.

Nice To Haves

Experience with case management, documentation, and data systems preferred
First Aid and CPR/AED Certification preferred

Responsibilities

Independently facilitate youth activities, groups, and structured learning experiences
Create a safe and supportive environment that fosters belonging and positive identity formation for all program participants
Build and maintain strong, trusting relationships with youth, families, and community members
De-escalate conflict, manage group behavior, and adapt activities based on engagement levels and participant needs
Provide mentorship, coaching, and guidance to youth in addressing presenting issues; motivate youth in their decision-making processes
Model positive group management practices and maintain healthy relationships and appropriate physical and emotional boundaries with youth
Develop and maintain strong outreach connections with individuals, families, groups, and communities to support program engagement and retention
Communicate trends, concerns, and observations to supervisors; document incidents accurately and timely
Collaboratively lead the conceptualization and development of new program initiatives or enhancements to existing programming, including crafting program plans, outlining curriculum, coordinating budget considerations, and ensuring alignment with strategic goals and participant needs
Design and facilitate social-emotional learning and positive youth development curriculum with fidelity to LT philosophy and cultural grounding
As applicable, lead specialized programming in areas such as arts, culinary arts, athletics, technology, or other skill-based domains
Coach youth toward individual growth and goal progression
Track participant engagement, adjust instruction and programming in real time, and maintain accurate documentation
Support program evaluation activities including data collection, registration and consent form management, and program outcome reporting
Contribute to logistical implementation of program plans, including data entry, scheduling, and coordination of program resources
Assist with participant intake, program enrollment, and the welcoming of new youth and families
Complete data entry of registration and consent forms, including DocuSign
Complete basic documentation of activities and participant behaviors
As needed, provide operations support with program logistics, front desk and phone coverage, NetSuite, mileage logs, and vendor appointments
Mentor and model expectations for YES I staff; support onboarding and coaching of new team members as applicable
Continually seek additional knowledge and new approaches in Social Emotional Learning, Positive Youth Development, and culturally responsive practice
Participate in Communities of Practice, team meetings, and organization-wide learning opportunities
Contribute to a healthy, high-functioning team culture through professional conduct, collaborative engagement, and a growth mindset
Coordinate transportation logistics or supervise participant transitions
Support specialized program environments (e.g., kitchen, gym, studio)
Support community partnerships, events, and engagement activities
Contribute to the Trust's success by accepting new assignments, helping team members, learning new skills, and striving to improve team and organizational results.
Collaborate in pursuit of the Trust's strategic goals
Participate in continuing education and training opportunities for professional development
Holiday, evening, and weekend hours required as needed
Ability to travel as needed for Trust business
Manages dynamic youth environments independently and with confidence
Supports emotional regulation and conflict resolution using evidence-informed approaches
Leads structured learning or skill-based experiences with clear instructional intent
Tracks participant progress and adjusts instruction, programming, and engagement strategies accordingly
Supports outreach and engagement strategies to recruit participants and expand community presence
Exercises professional judgment in complex or high-stakes situations, knowing when and how to escalate
Functions as a model of professional practice and cultural grounding for the wider program team