STRIVE Program Driver/Supervisor

GOODWILL OF SILICON VALLEYSan Jose, CA
$27 - $30Onsite

About The Position

The STRIVE Program Driver/Supervisor is responsible for leading a daily work crew of program participants performing litter abatement and beautification work for the City of San Jose under the SJ Bridge contract. This role involves transporting the crew and equipment, directing and coaching participants, ensuring their safety, and accurately documenting daily work. It is a hands-on field position where the Driver/Supervisor works alongside participants, many of whom are experiencing homelessness and are building or rebuilding work skills. The role also requires close collaboration with the SJ Bridge case management team to support participant progress towards stable employment.

Requirements

  • High School diploma or GED
  • Two or more years of experience leading or supervising a work crew, team, or group, or an equivalent combination of education, training, and 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.
  • Ability 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.
  • Ability to make sound judgments in unusual or stressful situations.
  • Successful completion of a background check consistent with Goodwill policy and City of San Jose contract requirements.

Nice To Haves

  • Military leadership experience or post-secondary education in social work, human services, or criminal justice, may substitute for a portion of the required experience.
  • Experience with litter abatement, landscaping, public works, or similar field crews.
  • Experience working with people experiencing homelessness, justice involvement, or other barriers to employment.
  • Bilingual English/Spanish
  • Current First Aid/CPR Certification and Narcan administration training, or willingness to obtain within 90 days of hire.

Responsibilities

  • Direct the daily operations of an assigned SJ Bridge work crew, including 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, sharing observations and concerns promptly with the SJ Bridge case management team.
  • Work cooperatively with participants, City of San Jose Staff, partner agencies, and members of the public.
  • Safely operate the program passenger van with attached utility trailer to transport crew, tools, and collected materials.
  • Conduct pre-trip and post-trip vehicle and trailer inspections, maintain logs, and report vehicle issues.
  • Ensure every crew member wears required PPE and uses tools correctly.
  • Conduct a brief safety talk at the start of each shift and enforce all safety procedures.
  • Recognize and respond to hazardous materials, sharps, and illegal dumping, reporting them through the City’s designated process.
  • Report all accidents, injuries, and near misses to a manager immediately and complete required incident documentation.
  • Complete daily work logs recording sites served, litter and material quantities collected, and activities performed.
  • Maintain inventory of tools, PPE, and supplies, and complete inventory and equipment maintenance records.
  • Perform other duties as assigned in support of the SJ Bridge program.

Benefits

  • Health insurance
  • Dental insurance
  • Vision insurance
  • Paid holidays
  • Paid volunteer time
  • Professional development
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