STRIVE Program Driver/Supervisor

MISSION SERVICES OF SILICON VALLEY LLC; San Jose (CA); On-site; USD 37,000 - 41,000; Full time

Job summary

Goodwill Mission Services of Silicon Valley in San Jose, CA, seeks a Driver/Supervisor I to lead a daily litter abatement crew under the SJ Bridge contract. This hands-on role transports the team, coaches participants who are building work skills, and ensures safety and quality on site.

As part of the program, you will maintain logs, coordinate with City staff, perform pre/post-trip checks, and support participants’ progress toward stable employment while upholding program standards and safety

Qualifications

• Two+ years of experience leading or supervising a work crew.
• Military leadership or related education may substitute for part of the experience.
• Valid California drivers license with clean record and DMV report enrollment.

Responsibilities

• Direct daily operations of the SJ Bridge work crew and ensure quality.
• Coach participants on attendance, teamwork, and safety using trauma-informed approach.
• Model professional conduct and de-escalate conflicts on site.
• Track attendance and progress; report to case management.
• Operate program van and tow trailer; safety checks before/after trips.
• Complete daily logs and contribute to weekly city reports.

Skills

Leadership experience

Clear written communication

Basic computer skills

Independent work

Background check compliance

Education

High School diploma or GED

Tools

Vehicle operation

Job description

Job Details

Job Location: Main Plant - San Jose, CA 95112

Position Type: Full Time

Salary Range: $27.00 - $30.00 Hourly

Job Shift: Day

Summary

Our purpose is simple and powerful: to help people build skills, find meaningful work, and thrive in our community. For nearly 100 years, Goodwill Mission Services of Silicon Valley has connected opportunity with people’s potential. Working 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.

The SJ Bridge Driver/ Supervisor I leads ta daily work crew of program participants performing litter abatement and beautification work for the City of San Jose under the SJ Bridge contract. The Driver/Supervisor transports the crew and equipment in the program van with trailer, directs and coaches participants on site, keeps the crew safe, and documents the day’s work accurately. This is a hands-on field role: the Driver/Supervisor works alongside participants, most of whom are experiencing homelessness and building or rebuilding work skills and partners closely with the SJ Bridge case management team to support each participant’s progress toward stable employment.

Key Responsibilities

Crew Leadership and Participant Support

• Direct the daily operations of an assigned SJ Bridge work crew, task instruction, pacing, and quality of work
• Coach participants on workplace expectations such as attendance, communication, teamwork, and following instructions, using a strengths-based, trauma-informed approach.
• Model professional conduct and de-escalate conflict on site calmly and safely.
• Track participant attendance, performance, and progress daily; share observations and concerns promptly with the SJ Bridge case management team so participants receive timely support.
• Work cooperatively with participants, City of San Jose Staff, partner agencies, and members of the public encountered in the field.

Transportation and Vehicle

• Safely operate the program passenger van with attached utility trailer to transport crew, tools, and collected materials; load, secure, and unload the trailer.
• Conduct pre-trip and post-trip vehicle and trailer inspections; maintain fuel, mileage, and maintenance logs; report vehicle issues immediately.

Safety

• Ensure every crew member ears required PPE (safety vest, gloves) and uses litter sticks and other tools correctly at all times.
• Conduct a brief safety talk at the start of each shift and enforce all Goodwill and City safety procedures on every site, including traffic and heat safety.
• Recognize and respond to hazardous materials, sharps, and illegal dumping; do not allow crew to handle them, and report them through the City’s designated process.
• Report all accidents, injuries, and near misses to a manager immediately and complete required incident documentation.

Documentation and Equipment

• Complete daily work logs recording sites served, litter and material quantities collected, and activities preformed, as required by the City of San Jose SJ Bridge contract; contribute to weekly reports to the City.
• Maintain inventory tools, PPE, and supplies; complete inventory and equipment maintenance records; request replacements before shortages affect the crew.
• Perform other duties as assigned in the support of the SJ Bridge program.

Responsibilities may be added, deleted or changed at any time at the discretion of management, formally or informally either orally or in writing.

Qualifications

• High School diploma or GED
• Two or more years of experience leading or supervisor work crew, team, or group, or an equivalent combination of education, training, and experience. Military leadership experience or post-secondary education in social work, human services, or criminal justice, may substitute for a portion of the required experience.
• Valid California Class C driver’s license, a clean driving record, and the ability to be insured under Goodwill’s vehicle policy; must enroll in the DMV Employer Pull Notice program.
• Experience driving a full-size van and towing, backing, and securing a loaded utility trailer.
• Ability to lead adults with limited work history and to communicate clearly and in writing, with participants, coworkers, City staff and the public.
• Basic computer skills sufficient to complete daily logs, timesheets, and reports.
• Ability to work independently in the field with minimal supervision and to make sound judgements in unusual or stressful situations.
• Successful completion of a background check consistent with Goodwill policiy and City of San Jose contract requirements.

Preferred Qualifications & Experience

• Experience with litter abatement, landscaping, public works, or similar field crews.
• Experience working with people expericing homelessness, justice involvement, or other barriers to employment.
• Bilingual English/Spanish
• Current First Aiid/CPR Certification and Narcan administration training, or willingness to obtain within 90 days of hire.

Equipment Used

• 8-Passenger program van with utility trailer
• Litter sticks, grabbers, rakes, shovels, brooms and hand tools
• Safety vests, gloves, garbage bags, and other PPE
• Smartphone or tablet for daily logs and photos

Working Conditions

• Work is performed almost entirely outdoors on public streets, creeks encampment areas, and City properties, in all weather conditions with occasional office or classroom time.
• Regular contract with the public, business owners, City staff, and partner agencies.
• Typical schedule is a 40-hour week. Occasional schedule changes may be required to meet with City needs.

Physical & Emotional Effort

• Frequent standing, walking on uneven ground, bending, kneeling, reaching forward and overhead, pushing, and pulling throughout the workday.
• Regularly lift and carry up to 30 pounds (full litter bags and tools); occasionally lift heavier items with assistance when loading the trailer.
• Ability to drive for extended periods and to safely enter and exit the vehicle repeatedly.
• The environment is occasionally hectic; deadlines can be short, and the role requires steady, calm leadership.