Youth Engagement Specialist II - Maui
Liliʻuokalani Trust, Houston, TX, United States
Job Purpose
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.
Essential Responsibilities
Youth Engagement & Community Building
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
Program Design & Implementation
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
Enrollment & Administrative Support
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
Team & Community Support
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
Other Duties (Site Dependent)
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
Practice Expectations
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
Qualifications
Bachelor's degree in Social Work, Human Services, Psychology, Education, or a related field required; or equivalent combination of education and experience
Minimum 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
Experience with case management, documentation, and data systems preferred
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
First Aid and CPR/AED Certification preferred
Criminal history background check required as part of pre-employment process
Key Required Competencies
Collaboration: Ability to interact effectively with youth, families, community partners, and multi-disciplinary teams. Knowledge of community resources and services.
Ethical Practice: Models the highest level of ethics, integrity, LT values and social responsibility.
Communication: Clearly conveys and receives information and ideas to individuals or groups that engages the listener and invites response and feedback. Demonstrates good written, oral, and listening skills.
Cultural Competence: Respects and relates well to people from varied backgrounds and is sensitive to group differences. Experience working with vulnerable youth and systems involved youth.
Relationship Management: Experience working with staff at all levels in a collaborative environment; commitment and ability to promote and sustain positive workplace values and relationships.
Interpersonal Skills: Ability to work well under pressure, remain calm and controlled when faced with difficult situations. Strives for immediate address.
Relationship Building and Emotional Intelligence: Relatable, self-aware and empathetic with strong emotional intelligence.
Culture Competence: Ready to support the Trust as it applies a diversity, equity and inclusion lens to all aspects of work.
Organization Competencies
Alignment with Queen’s Legacy: Understanding and appreciation of Queen Liliʻuokalani’s story, her legacy, and the Hawaiian culture is foundational to staff’s commitment to working with our Hawaiian children, families, and communities.
Hoʻomau i ka ʻImi Naʻauao (Continuous Learning and Improvement): Committed to creating and reinforcing an environment of continuous learning and improvement.
Hoʻike i na Manaʻo Pono (Effective Communication): Communicates with those we serve and each other in a consistent manner that results in mutual understanding, harmony, and action.
Noʻonoʻo Loi (Critical Thinking and Problem Solving): Actively and skillfully understands, conceptualizes, applies, analyzes, synthesizes, and evaluates information; develops and supports fact-based analyses and recommendations.
Hoʻokumu Aʻe / ʻImi Hakuhia (Innovation): Identifies and integrates creative ideas into new or existing services and promotes effective problem-solving.
Pilina Hoʻohana a me ka Hana Hilinaʻi (Building Relationships and Creating Trust): Manages relationships to create optimal opportunities and move the organization forward.
Alu Like i ka Hana (Teamwork): Works cooperatively and collaboratively with others throughout the organization in alignment with the organization’s objectives.
Hoʻonui i ka ʻIke (Capacity Building): Encourages personal growth by exhibiting trust and a belief in the capacity of others.
Mental and Physical Demands
Ability to lift 25 lbs. Requires frequent sitting, standing, and walking on uneven terrain. Some outdoor work on land assets is expected.
Terms and Conditions of Employment
As a condition of employment, employee will be subject to LT’s policies and procedures.
Position Details
Job Title: Youth Engagement Specialist II
Reports To: Manager, Kīpuka Services
FLSA Status: Exempt
Aligned Executive: President and CEO
Site: Kīpuka Maui
Department: Programs
About Liliʻuokalani Trust
Liliʻuokalani Trust (LT) is a private operating foundation committed to the social, physical, and spiritual well-being of Native Hawaiian youth and their ʻohana. LT delivers culturally grounded, healing-centered programs across the pae ʻaina through a range of service settings meet youth and families where they are. Trust programs reflect an assets-based philosophy that honors Hawaiian values, elevates youth strengths, and builds pathways to passion, purpose, and prosperity for all youth we serve.
Equal Opportunity Employment
Liliʻuokalani Trust is an Equal Opportunity Employer. We strive to recruit, train, and retain innovative talent from a diverse candidate pool. All employment decisions will be based on merit, competence, performance, and business needs. Applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity or expression, religion, ancestry, genetic information, citizenship, marital/civil union status, arrest and court record, domestic or sexual violence victim status, credit history, disability or veteran/military status or other applicable legally protected characteristics.
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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.
Essential Responsibilities
Youth Engagement & Community Building
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
Program Design & Implementation
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
Enrollment & Administrative Support
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
Team & Community Support
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
Other Duties (Site Dependent)
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
Practice Expectations
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
Qualifications
Bachelor's degree in Social Work, Human Services, Psychology, Education, or a related field required; or equivalent combination of education and experience
Minimum 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
Experience with case management, documentation, and data systems preferred
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
First Aid and CPR/AED Certification preferred
Criminal history background check required as part of pre-employment process
Key Required Competencies
Collaboration: Ability to interact effectively with youth, families, community partners, and multi-disciplinary teams. Knowledge of community resources and services.
Ethical Practice: Models the highest level of ethics, integrity, LT values and social responsibility.
Communication: Clearly conveys and receives information and ideas to individuals or groups that engages the listener and invites response and feedback. Demonstrates good written, oral, and listening skills.
Cultural Competence: Respects and relates well to people from varied backgrounds and is sensitive to group differences. Experience working with vulnerable youth and systems involved youth.
Relationship Management: Experience working with staff at all levels in a collaborative environment; commitment and ability to promote and sustain positive workplace values and relationships.
Interpersonal Skills: Ability to work well under pressure, remain calm and controlled when faced with difficult situations. Strives for immediate address.
Relationship Building and Emotional Intelligence: Relatable, self-aware and empathetic with strong emotional intelligence.
Culture Competence: Ready to support the Trust as it applies a diversity, equity and inclusion lens to all aspects of work.
Organization Competencies
Alignment with Queen’s Legacy: Understanding and appreciation of Queen Liliʻuokalani’s story, her legacy, and the Hawaiian culture is foundational to staff’s commitment to working with our Hawaiian children, families, and communities.
Hoʻomau i ka ʻImi Naʻauao (Continuous Learning and Improvement): Committed to creating and reinforcing an environment of continuous learning and improvement.
Hoʻike i na Manaʻo Pono (Effective Communication): Communicates with those we serve and each other in a consistent manner that results in mutual understanding, harmony, and action.
Noʻonoʻo Loi (Critical Thinking and Problem Solving): Actively and skillfully understands, conceptualizes, applies, analyzes, synthesizes, and evaluates information; develops and supports fact-based analyses and recommendations.
Hoʻokumu Aʻe / ʻImi Hakuhia (Innovation): Identifies and integrates creative ideas into new or existing services and promotes effective problem-solving.
Pilina Hoʻohana a me ka Hana Hilinaʻi (Building Relationships and Creating Trust): Manages relationships to create optimal opportunities and move the organization forward.
Alu Like i ka Hana (Teamwork): Works cooperatively and collaboratively with others throughout the organization in alignment with the organization’s objectives.
Hoʻonui i ka ʻIke (Capacity Building): Encourages personal growth by exhibiting trust and a belief in the capacity of others.
Mental and Physical Demands
Ability to lift 25 lbs. Requires frequent sitting, standing, and walking on uneven terrain. Some outdoor work on land assets is expected.
Terms and Conditions of Employment
As a condition of employment, employee will be subject to LT’s policies and procedures.
Position Details
Job Title: Youth Engagement Specialist II
Reports To: Manager, Kīpuka Services
FLSA Status: Exempt
Aligned Executive: President and CEO
Site: Kīpuka Maui
Department: Programs
About Liliʻuokalani Trust
Liliʻuokalani Trust (LT) is a private operating foundation committed to the social, physical, and spiritual well-being of Native Hawaiian youth and their ʻohana. LT delivers culturally grounded, healing-centered programs across the pae ʻaina through a range of service settings meet youth and families where they are. Trust programs reflect an assets-based philosophy that honors Hawaiian values, elevates youth strengths, and builds pathways to passion, purpose, and prosperity for all youth we serve.
Equal Opportunity Employment
Liliʻuokalani Trust is an Equal Opportunity Employer. We strive to recruit, train, and retain innovative talent from a diverse candidate pool. All employment decisions will be based on merit, competence, performance, and business needs. Applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity or expression, religion, ancestry, genetic information, citizenship, marital/civil union status, arrest and court record, domestic or sexual violence victim status, credit history, disability or veteran/military status or other applicable legally protected characteristics.
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