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Generation

Employability Coach

Generation

. Support learners in preparing for and conducting their job search .

Posted 9/25/2026full-timeRemote • District of Columbia • United StatesJuniorMid-LevelWebsite

About the role

Key responsibilities & impact
  • Support learners in preparing for and conducting their job search
  • Facilitate learner placement into roles with Generation employer partners
  • Conduct one-on-one coaching conversations and provide feedback on applications and interview materials
  • Guide learners in creating an employment essentials toolkit, including CVs and LinkedIn profiles
  • Hold weekly group coaching sessions during the three-week program and provide office hours as needed
  • Review learner progress, grade assignments when needed, and enter data in Canvas LMS
  • Use the AI Career Coaching tool to personalize and supplement coaching and track learner usage and progress
  • Support learners with career trajectory planning and build confidence during the placement process
  • Support the Employer Engagement Manager with learner placement questions and employment documentation
  • Coordinate with Generation team members on learner needs, data collection, feedback, and training quality
  • Use Teams, Canvas, Slack, and Google Drive for daily tasks and remote collaboration
  • Adhere to Generation policies, procedures, and guidelines to avoid legal liability
  • Participate in mock interviews and provide feedback
  • Oversee learners’ transition to full-time employment and fulfill recruitment opportunities by deadlines
  • Design and deliver events connecting Generation graduates with employers
  • Manage placement activities, including Employability Module usage, interview scheduling, and job-search and attainment data collection
  • Track unplaced alumni and notify them of relevant job opportunities
  • Maintain consistent communication with learners, graduates, and the Generation team

Requirements

What you’ll need
  • At least 2 years’ experience in career coaching, employment counseling, or hiring, managing, and/or coaching entry-level recruits from a range of backgrounds
  • Strong relationship-building skills
  • Excellent written and oral communication skills adaptable to different audiences
  • Comfortable conducting 1:1 conversations and giving honest, open, and nurturing evaluative feedback
  • Able to develop and maintain trusting, supportive relationships with learners
  • Up-to-date understanding of employability essentials, including CVs, LinkedIn, and interviewing skills
  • Comfortable analyzing and utilizing data to inform operational decisions
  • Able to learn new technology, including AI-powered tools
  • Proactive self-starter able to work autonomously and collaboratively in a remote work environment
  • Able to work in a fast-paced, changing environment, take ownership, and be entrepreneurial
  • Results-driven and able to quantify success through metrics and analytics
  • Positive, solution-oriented attitude and drive for excellence
  • Belief in Generation’s mission and passion for doing social good
  • Finalists must submit 2–3 employer references, including email and phone number
  • Preferred: experience in workforce development or educational/training roles
  • Preferred: experience working with a diverse set of beneficiaries
  • Preferred: proficiency with Canvas or similar LMS tools, Salesforce, and Google Workspace

Benefits

Comp & perks
  • Limited benefits package, which may include medical coverage
  • Paid sick leave
  • Paid time off
  • Paid holidays
  • Access to a retirement plan
  • Benefits eligibility based on a fixed-term six-month employment period and subject to plan rules and change