Digital Literacy and Professional Skills Instructor

Hillcrest Transitional Housing•Lee's Summit, MO

About The Position

Hillcrest Ministries of MidAmerica, Inc. is seeking a Digital Literacy and Professional Skills Instructor to support residents and program participants through SkyLab, its learning initiative. The position focuses on teaching and learner development through hands-on lessons, small-group instruction, and individual coaching. The instructor helps learners build technology skills, workplace readiness, and confidence for use at work and in everyday life. The instructor teaches computer and device fundamentals, workplace applications, online safety and job-search skills, and professional skills. They prepare practical lessons using approved curriculum, assess learners’ starting skills, adapt instruction to different needs, and create an encouraging, trauma-informed learning environment. The role also involves documenting attendance, engagement, demonstrated skills, and module completion; coordinating with program staff; maintaining classroom technology and an organized lab; and helping ensure access to learning through scheduling, travel between locations, and student transportation. The position works in technology labs, classrooms, offices, and community settings. Regular travel between Hillcrest locations and community sites, including safe transportation of students, is required. Reasonable accommodations are available to support performance of essential job functions. The role reports to the Director of Human Resources & Risk Management.

Requirements

  • High school diploma or equivalent.
  • Relevant lived experience navigating barriers to housing stability, employment, education, or technology access, and the ability to use that perspective to support others while maintaining professional boundaries.
  • Experience in human or social services and knowledge of the nonprofit sector.
  • Strong digital proficiency, including common workplace applications, and the ability to explain technology clearly and patiently.
  • Ability to create inclusive, trauma-informed learning environments and adapt instruction to different skill levels, learning styles, and accessibility needs.
  • Strong communication, organization, documentation, and collaboration skills.
  • Commitment to confidentiality, respectful service, and professional boundaries.
  • Valid driver’s license and ability to meet Hillcrest’s driving and participant transportation requirements.
  • Ability to complete required organizational and applicable funder background checks.

Nice To Haves

  • Three or more years of teaching, training, tutoring, coaching, or group facilitation experience, including part-time experience.
  • Experience teaching digital literacy, adult education, or workforce readiness.
  • Relevant workforce development certifications or postsecondary education; equivalent professional experience, training, and demonstrated skills may be considered in place of a degree or certification.
  • Bilingual communication skills.

Responsibilities

  • Teach computer and device fundamentals, keyboarding, file management, email, internet safety, Microsoft Office and/or Google Workspace, and online job-search tools.
  • Teach workplace communication, customer service, time management, reliability, accountability, teamwork, professional boundaries, and problem-solving.
  • Prepare practical activities and learning materials using the approved curriculum, connecting lessons to real tasks and participant goals.
  • Assess learners’ starting skills and adapt instruction using demonstrations, guided practice, small groups, and individual coaching.
  • Build an encouraging, trauma-informed classroom where learners feel comfortable asking questions, practicing, and developing confidence.
  • Track attendance, engagement, demonstrated skills, and module completion.
  • Coordinate with program staff to share learner progress, address attendance concerns, and identify support needs.
  • Help refine curriculum, prepare classroom technology, maintain an organized lab, and report equipment issues.
  • Coordinate schedules and transportation with program staff, travel between locations, and safely transport students as needed.
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