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Cybersecurity Industry Facilitator

Digital Ready
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Digital Ready invites you to apply for the role of Cybersecurity Industry Facilitator for our Tech Apprenticeship Program. In this impactful position, you’ll lead and support a cohort of motivated students as you guide them through hands-on learning experiences focused on foundational cybersecurity concepts, digital safety, and industry-aligned practices. This is an opportunity to leverage your industry expertise to help prepare the next generation of cybersecurity professionals and digital leaders.


OUR MISSION

Digital Ready activates the creative potential of high school students, especially Black and Latinx youth, to build tangible pathways to economic opportunities in Boston’s innovation economy.

Being Digital Ready means being ready for the complexity of a constantly evolving economy and society. Students weave together ethnography, engineering, design, and code to solve real-world, 21st-century problems. At Digital Ready, we utilize the city as a lab for learning, striving to make the boundaries between school and the world less rigid and more permeable. Our mission is to create tangible economic pathways for students driven by their interests, local employer needs, and community assets. Students learn by doing in a safe, supportive environment that encourages curiosity, risk-taking, and creative leadership.


OUR VALUES

  • We actively fight against the status quo that allows injustices to be perpetuated without accountability
  • We use our political power, social capital, and networks to create access to high-quality educational opportunities
  • We value diverse perspectives, believing they lead to more innovative and identity-affirming learning experiences
  • We are committed to being an anti-racist organization that prioritizes the voices of students and communities of color
  • We intentionally work to redesign systems and structures rooted in systemic racism
  • We critically examine curricula, hiring practices, and institutional norms that limit access to Boston’s innovation economy


SPRING STUDIO

The Digital Ready Spring Studio is a 15-week studio for youth ages 16–25, designed to introduce learners to the field of Cybersecurity through hands-on learning, collaborative projects, and industry exposure.

As a Cybersecurity Industry Facilitator, you will be primarily responsible for helping to design, lead, implement, and supervise daily studio sessions, with support from college Lab Leaders. You will serve as a role model and mentor to young adults from the Boston area while leading applied projects that build the foundational technical and professional skills needed to succeed in cybersecurity and IT-related career pathways.


SCHEDULE

Industry Facilitator Schedule:
○ 3:00 – 6:00 PM, 3 days per week, Tuesday, Thursday and Friday 
○ Friday: 9:00 – 12:00 PM – Team Planning Time
○ Location: Digital Ready – Future of Work Lab
○ Onsite, in-person work is required for this position

(Schedule and dates may be adjusted based on program needs.)

 

RESPONSIBILITIES

Foster an Inclusive Learning Environment

  • Build meaningful relationships with students to support confidence, belonging, and self-advocacy
  • Model and facilitate a collaborative studio culture among approximately 20 students
  • Identify non-academic barriers students may be facing and collaborate with the Student Success and Belonging Team to support student persistence and growth

Design and Facilitate a Rigorous, Hands-On Cybersecurity Studio

  • Implement Digital Ready’s cybersecurity curriculum, including required hands-on activities and applied projects
  • Teach foundational cybersecurity concepts such as digital safety, threats and vulnerabilities, network fundamentals, ethical hacking principles, and risk awareness
  • Prepare studio materials in advance, including presentations, demonstrations, labs, simulations, and safety protocols
  • Facilitate daily learning through mini-lessons, group work, case studies, and real-world scenarios
  • Identify technical or academic challenges and collaborate with the Studio Team to support student mastery
  • Conduct small-group and one-on-one coaching sessions
  • Provide ongoing, constructive feedback on technical skills, communication, and professional readiness
  • Support students in developing a Digital Portfolio showcasing cybersecurity competencies, applied work, and career interests

Assessment & Documentation

  • Monitor and document student progress through written evaluations, weekly check-ins, and qualitative and quantitative assessments
  • Ensure students complete required surveys, reflections, and performance reviews

Collaborate with Your Team

  • Work closely with Lab Leaders to ensure students receive high-quality technical and academic support
  • Use shared planning tools and documentation to align instructional materials and expectations
  • Participate in planning meetings, calibration sessions, and debriefs to ensure alignment with program goals


QUALIFICATIONS

  • Bachelor’s degree in Cybersecurity, Information Technology, Computer Science, or a related field (Master’s degree preferred)
  • Professional experience in cybersecurity or a closely related industry
  • Experience teaching, mentoring, or supporting young adults ages 16–25
  • Strong communication, facilitation, and collaboration skills
  • Passion for education, equity, and workforce development
  • Strong organizational skills and attention to detail
  • Ability to work in person in the Boston area


REQUIREMENTS

  • Must be available to work in person for the full duration of the Spring Studio
  • Must comply with background check requirements as required by MA law when working with minors


COMPENSATION

This is a stipend-based position.

How can I apply? 

Applications including a resume should be submitted online by using the following submission link: https://form.typeform.com/to/lYSDdhd4