Workshop Facilitator (Contractor)

JCI Empresarios La Paz; San Jose (CA); On-site; USD 61,992 - 75,768; Part time

Benefits offered by this job

1099 contractor

Job summary

Envision Your Pathway is seeking a dynamic Workshop Facilitator (Contractor) to lead in-person workshops for youth ages 15–24 in San Jose, Morgan Hill, and partner sites. You will deliver engaging, outcome‑focused sessions that build skills in civic engagement, education, and professional pathways.

This mid‑level role requires strong facilitation, cultural competency, and the ability to adapt to real‑time group dynamics.

Qualifications

• 2+ years of experience facilitating groups of youth ages 15–24 in educational, community-based, or mentorship settings.
• Strong group facilitation skills and engaging speaking style, in person and virtually.
• Experience working with diverse youth and maintaining cultural competency.
• Passion for youth development and ability to work independently.
• Must have strong/reliable home wifi.

Responsibilities

• Coordinate logistics with the Program Team for workshop delivery, including scheduling, location setup, materials preparation, and communications.
• Deliver Visionaries Program and Vista Program workshops weekly.
• Lead engaging and interactive sessions and adapt to group needs and dynamics.
• Track attendance and basic program data to support outcomes and reporting.
• Travel weekly to sites in San Jose or Morgan Hill and work 3–6 hours per week.

Skills

Workshop facilitation

Youth engagement

Classroom management

Bilingual

Virtual facilitation

Job description

Nonprofit

Published 3 days ago

Workshop Facilitator (Contractor)

Envision Your Pathway

On-site, Work must be performed in or near San Jose, CA

Job Type Contract / Freelance

Start Date August 28, 2026

End Date November 20, 2026

Application Deadline August 27, 2026

Experience Level Mid-level

Compensation USD $45 - $55 / hour

Cause Areas Children & Youth, Civic Engagement, Education, Job & Workplace

Job Description for Program Workshop Facilitator

Contractor (1099)

3-6 hours a week

Envision Your Pathway (EYP) is a workforce development nonprofit that empowers youth to build pathways of their own design that are aligned with their interests, passions, and values. EYP supports youth to gain dynamic skills to be civically engaged, self-determined, and confident in their competence so they may strive for their definition of success and persist beyond barriers. We are seeking a dynamic and passionate independent contractor to serve as a program workshop facilitator to lead and facilitate workshops within EYP’s Visionaries (cohort-based program) and Vista (standalone workshops), working directly with youth ages 15–24 in community-based settings. The contract Facilitator will be responsible for delivering a range of educational, creative, and empowering workshops designed to engage participants, promote self-efficacy, and develop key skills for their future success. Most importantly, this contract Facilitator is someone who can build trust with young people, creating spaces where they feel seen and challenged, and helping them connect what they’re learning to real decisions about their future.

What This Role Looks Like In Practice

• Expectation of working 3–6 hours per week, depending on program needs
• Facilitating weekly workshops in person for cohorts of 10–25 youth in community-based settings (schools, libraries, housing sites)
• Adapting in real time to energy, engagement, and group dynamics
• Supporting youth who may be hesitant, distracted, or navigating real-life challenges outside the program
• Balance structured curriculum with your own facilitation style and presence
• Coordinate with EYP staff on logistics, materials, and session preparation
• Track attendance and basic program data to support outcomes and reporting
• Must be willing to travel to sites weekly for workshops (in San Jose or Morgan Hill)

Key Responsibilities (The Nuts And Bolts)

• Program Coordination:
  • Coordinate logistics with the Program Team for workshop delivery, including scheduling, location setup, materials preparation, and communication with participants, staff, and guest speakers.
• Facilitation:
  • Deliver EYP’s Visionaries Program and Vista Program workshops.
  • Lead engaging and interactive weekly workshops for participants, fostering a positive and inclusive environment.
  • Use your personal facilitation style while adhering to the primary learning objectives for each workshop.
  • Utilize a variety of teaching methods to accommodate different learning styles and keep participants actively involved.
  • Provide encouragement, feedback, and support to youth throughout sessions.
• Youth Engagement:
  • Build strong relationships with participants to encourage regular attendance, active participation, and growth.
  • Address and resolve any issues or concerns that may arise with participants, ensuring a safe and respectful space.
• Administrative Duties:
  • Track and maintain participant records, attendance, and other relevant data for both internal use and tracking grant outcomes.

Note: There may be opportunities for additional hours or expanded scope based on program needs and fit.

Qualifications

• 2+ years of classroom experience or facilitating groups of young people (ages 15–24) in educational, community-based, or mentorship settings
• Strong group facilitation skills and engaging speaking style - both in person and virtually (Ex: You can read a room, adjust in real time, and keep energy moving)
• Experience working with 15-24 year olds and diverse audiences in an educational capacity while practicing cultural competency
• Passion for youth development and commitment to making a positive impact in the lives of young people
• Organizational skills with the ability to work independently
• Have strong/reliable home wifi
• Bi-lingual preferred

Salary And Benefits

• Salary Range: $45–$55/hour depending on experience and facilitation background
• 3–6 hours per week, depending on program needs
• Workshops take place in San José and South County partner sites, with some remote/virtual work
• Typical programming may occur in afternoons or early evenings (schedule varies by cohort)
• This is a 1099 independent contractor position and does not include employee benefits

Envision Your Pathway is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Benefits

• Salary Range: $45–$55/hour depending on experience and facilitation background
• 3–6 hours per week, depending on program needs
• Workshops take place in San José and South County partner sites, with very little remote/virtual work
• Typical programming may occur in afternoons or early evenings (schedule varies by cohort)
• This is a 1099 independent contractor position and does not include employee benefits

Location: On-site

San Jose, CA, USA