
We believe every young person deserves the opportunity to heal, grow, and build a meaningful future. The Assistant House Director plays a vital role in making that possible every single day.
This is more than a residential position — it’s an opportunity to become a trusted mentor, role model, and leader within a transformational living environment for teenage boys overcoming significant life challenges.
The Assistant House Director serves as a primary parental figure within the home, helping create a culture rooted in accountability, connection, adventure, and emotional safety. Working alongside a team of dedicated Change Agents, this role co-leads a family-style residential home for six teenage boys while helping guide them through academics, life skills, mental health support, and personal growth experiences.
Our unique residential model combines:
Family-style therapeutic living
Year-round education
Integrated mental health services
Adventure-based programming
International and offshore sailing expeditions
Sobriety programming
This is a live-in leadership role for someone who is passionate about youth development, relationship-building, and creating life-changing experiences for young people.
Live and work in a highly relational, purpose-driven environment
Participate in international sailing expeditions twice per year
Build deep, meaningful relationships with youth
Help shape the culture and daily life of the home
Lead experiential activities, outings, and adventures
Work alongside a mission-focused team committed to long-term impact
Serve as a consistent, caring adult and positive role model
Build strong and meaningful relationships with each youth
Inspire participation in extracurricular and enrichment activities
Coordinate and facilitate weekly incentives and recreational experiences, including movie nights, weekend outings, and mid-week adventures
Lead activities and services aligned with each youth’s treatment goals
Participate in treatment plan reviews and youth progress discussions
Support youth through intake, transitions, and discharge processes
Conduct program tours and interviews for prospective youth and families
Maintain a residence within the home a minimum of three nights per week
Coordinate appointments, transportation, and household scheduling
Manage meal planning and household food service
Coordinate youth allowance and debit card systems
Maintain organization and communication systems using Slack, Google Calendar, and Notion
Participate in the on-call rotation with the Program Director
Ensure incident reports and required documentation are completed accurately and on time
Help cultivate a positive, accountable, and supportive team culture
Participate in staff performance reviews alongside the Program Director
Assist with recruitment, onboarding, and training of new residential staff
Coordinate staff scheduling and time-off coverage
Provide coaching and support to residential Change Agents
Ensure medications are administered and documented properly
Maintain organized and up-to-date client records
Ensure treatment plans, life skills reviews, and case management documentation are submitted on time
Support licensing reviews, audits, and compliance standards
Help maintain a safe, clean, and welcoming home environment
Oversee routine maintenance and operational needs of the property
Ensure common spaces, youth bedrooms, and outdoor areas remain well maintained
Monitor safety systems, locked storage areas, and household equipment
Coordinate upkeep of appliances, pool systems, and household infrastructure
$55,000 per year
$10,000 Annual Bonus
$3,300 Max 401k Contribution per year
$250 monthly health insurance reimbursement
On-Site Housing and Meals (Est. Value - $12,000 per year)
10 Days PTO
YMCA Gym Membership
Clearwater Sailing Center Membership
International Travel

SailFuture is a specialized child welfare agency that provides Residential Group Care, Foster Parent recruitment, training, and support, Mental Health services, Job Training, and an Accredited Private High School, all specifically for teens in foster care.
Combining these services gives us influence over the key social determinants that determine successful life outcomes for teenagers in foster care.
SailFuture currently operates two off-site Residential Treatment Programs, an accredited high school, and leads multi-month sailing journeys on a 65-foot sailboat throughout Central America and the Caribbean.