Senior Outreach & Engagement Navigator

Job Details

Job Location: Main Plant - San Jose, CA 95112Position Type: Full TimeSalary Range: $75,000.00 - $85,000.00 Salary/yearTravel Percentage: Up to 50% Job Shift: Day

This is a full-time, in-person position at Goodwill Headquarters in San Jose, CA.

Summary 

At Mission Services of Silicon Valley, our purpose is simple and powerful: to help people build skills, find meaningful work, and thrive in our community. For nearly 100 years, we’ve been a trusted partner in connecting opportunity with people’s potential. By working hand in hand with local experts, employers, and community members, we create pathways to education, employment, and lasting economic mobility. 

As a team, we are committed to: 

Empowering one another to do our best work and grow together. 

Building strong partnerships and serving as a driving force for economic opportunity in Silicon Valley. 

Modeling teamwork, integrity, and cultural intelligence in everything we do. 

Acting with mutual respect—for each other, our community, and the environment we share. 

 

Position Overview 

The Senior Outreach & Engagement Navigator is a frontline ambassador for Mission Services of Silicon Valley (MSSV), responsible for finding, engaging, and connecting unhoused and at-risk Veterans and jobseekers to critical housing, employment, and stabilization programs including SSVF, HVRP, and SJ Bridge. This role requires deep familiarity with Silicon Valley’s homelessness ecosystem; encampments, shelters, safe parking, THUs, navigation centers, medical respite, and community clinics and a proven ability to build trust with individuals experiencing homelessness. 

The Senior Outreach & Engagement Navigator conducts field-based engagement, completes pre-screens and coordinated entry referrals, and works closely with Case Managers, Housing Navigators, Healthcare Navigators, and Career Navigators to ensure every eligible person is rapidly linked to services. This position is ideal for someone who knows the streets, knows the system, and can navigate both with professionalism and empathy. 

 

Job Responsibilities 

1. Street & Community Outreach (40%) 

• Conduct daily outreach to encampments, shelters, THUs, safe parking sites, libraries, hospitals, drop-in centers, and high-activity corridors. 

• Identify unhoused Civilians and Veterans using direct engagement and by-name list strategies. 

• Build rapport with individuals experiencing homelessness through trauma-informed, culturally intelligent interaction. 

• Maintain an active, dynamic outreach route plan aligned with real-time community needs. 

• Complete pre-screens for SSVF, HVRP, SJ Bridge, and other MSSV programs. 

• Provide crisis intervention and immediate resource connections during outreach (food, transportation, emergency referrals, warming centers, etc.). 

• Lead and manage outreach events such as the VA Surge events, Veterans Stand down events and others 

2. Engagement, Navigation & Warm Handoffs (30%) 

• Serve as the first point of contact between participants and MSSV service teams. 

• Complete initial pre-enrollment tasks, gather ROIs, and support coordinated entry referrals. 

• Facilitate warm handoffs to CM II, CM III, Housing Navigators, Healthcare Navigators, and Career Navigators. 

• Assist participants with essential documents (IDs, birth certificates, DD214s, Social Security cards). 

• Support emergency stabilization activities such as transport to shelters, housing intakes, or veteran services. 

• Coordinate with VA partners, the County’s CoC, law enforcement outreach teams, EMS/behavioral health mobile units, and community nonprofit partners. 

 

3. Outreach Data, Reporting & Compliance (20%) 

• Maintain accurate and timely documentation within HMIS, CaseWorthy, or program-specific systems. 

• Track contact attempts, engagements, locations, and outcomes in alignment with internal performance expectations. 

• Submit daily/weekly outreach logs and maintain an updated contact roster of encampments, shelters, THUs, and community partners. 

• Support coordinated entry reporting requirements and contribute to by-name list case conferencing. 

• Ensure compliance with VA, DOL, City, and County standards, including safety protocols and confidentiality requirements. 

4.