Teach Skills. Build Confidence. Open Doors.

Digital Literacy and Professional Skills Instructor
Full-Time | Workforce Development | Hillcrest Ministries of MidAmerica, Inc.
Compensation: $60,000+ depending on exp., Health, Dental, Vision, 403b (3%-6% match), 13 Paid Holidays, PTO (144 hrs. starting)

Do you love helping someone go from “I don’t know how” to “I’ve got this”? Can you make technology feel approachable and bring practical lessons to life?

Bring your teaching skills, patience, and creativity to #TeamHillcrest!

We’re looking for a Digital Literacy and Professional Skills Instructor to help residents and program participants develop technology skills, workplace readiness, and confidence through SkyBridge Technology Centers, Hillcrest’s workforce development and learning initiative in partnership with the WellSky Foundation..

Teaching and learner development are the heart of this position. Through hands-on lessons, small-group instruction, and individual coaching, you’ll help learners gain skills they can use at work and in everyday life—from sending an email and completing an online application to communicating professionally and working through challenges.

What You’ll Do

• Make technology accessible. Teach computer and device fundamentals, keyboarding, file management, email, internet safety, Microsoft Office and/or Google Workspace, and online job search tools.

• Help learners prepare for the workplace. Teach communication, customer service, time management, reliability, accountability, teamwork, professional boundaries, and problem-solving.

• Bring lessons to life. Prepare practical activities and learning materials using the approved curriculum, connecting each lesson to real tasks and participant goals.

• Meet learners where they are. Assess starting skills, adjust your approach, and use demonstrations, guided practice, small groups, and individual coaching.

• Create space for progress. Build an encouraging, trauma-informed classroom where learners feel comfortable asking questions, practicing, and developing confidence.

• Celebrate growth and document success. Track attendance, engagement, demonstrated skills, and module completion.

• Work as a team. Coordinate with program staff to share progress, address attendance concerns, and identify support needs.

• Keep learning relevant. Help refine curriculum, prepare classroom technology, maintain an organized lab, and report equipment issues.

• Support access to learning. Coordinate schedules and transportation with program staff, travel between locations, and safely transport students as needed.

What You’ll Bring

You’re a patient communicator who can break a task into clear, manageable steps. You recognize that learners bring different experiences and strengths, and you know that encouragement, consistency, and practical instruction can make a lasting difference.

Required qualifications:

• 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.

Helpful experience—we’d love to hear about it:

• 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.

Your Work Environment

You’ll teach and support learners in technology labs, classrooms, offices, and community settings. Regular travel between Hillcrest locations and community sites, along with safe student transportation, is required. Reasonable accommodations are available to support performance of essential job functions.

This position reports to Andrea Newton, Director of Human Resources & Risk Management.

Bring Your HEART to Hillcrest

Hillcrest helps individuals, youth, and families move from homelessness to self-sufficiency. Our values—Hope, Excellence, Accountability, Respect, and Teamwork—guide how we teach, serve, and work together.

Here, you’ll have the opportunity to see progress firsthand: a learner mastering a new skill, completing a module, or approaching their next opportunity with greater confidence.

Ready to help someone discover what they can do? Apply today and join #TeamHillcrest!

Hillcrest Ministries of MidAmerica, Inc. is an Equal Opportunity Employer and a drug-free workplace. We welcome applicants of all backgrounds and provide reasonable accommodations in accordance with applicable law.