Workshop Facilitator (Contractor)

Nonprofit

New

Published 42 minutes ago

Workshop Facilitator (Contractor)

Envision Your Pathway

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

Apply

Details

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

Description

Job Description for Program Workshop Facilitator

Contractor (1099)

3-6 hours a week

Position Overview

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.

Read more about this job

Read less

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

Apply to This Job

Instructions

Please answer the following questions:

• What interests you about EYP’s Contract Facilitator position?
• What experiences and current skills do you have that will make you a good fit for this role?
• What experience do you have working with youth 15-24 year old, specifically youth who have barriers to work and school?
• Are you comfortable with 3-6 hours a week?
  
  

All fields are required

First Name

Last Name

Email

Resume

Resume must be uploaded in PDF format

Choose a file or drag it here

No file chosen (maximum size: 10 MB)

I acknowledge that use of the Idealist Applicant Tracking System is subject to Idealist's Privacy Policy and Terms of Service.