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Location: Remote (Ohio – Cincinnati, Cleveland, Athens, Toledo, or Columbus area) with frequent travel throughout the region to meet with students and support in-person testing.

Schedule: Full-Time | 40 hours/week | 10-Month School Year

Start Date: July 31, 2026

Salary: Starting from $55,000 – $65,000/year + benefits

Reimagine school. Support students. Change lives. At ChallengeU, we do high school differently! We’re a fully online dropout recovery and prevention high school, dedicated to helping students aged 14–21 who have fallen behind or disconnected from traditional education. Through flexibility, compassion, and personalized support, we help students reclaim their path to graduation.

Note: While this is primarily a remote role, team members must be available for frequent travel within Ohio to meet with students and assist with required state testing.

What You'll Do:

As a Graduation Coach, you'll play a critical role in supporting students on their path to graduation by building relationships, monitoring progress, and helping remove barriers to success. Your role will include:

  • Relationship Builder: Develop strong, supportive connections with students through video calls, texts, virtual meetings, and online communication tools.
  • Student Advocate: Create and monitor individualized intervention plans for disengaged or struggling students to help them stay on track for graduation.
  • Engagement Coach: Maintain consistent outreach to students, encouraging participation, accountability, and academic progress.
  • Progress Tracker: Monitor student performance and engagement through digital platforms such as Virtual Learning Academy and other learning management systems.
  • Team Collaborator: Work closely with teachers, school leadership, and support staff to coordinate student success strategies.
  • Future Navigator: Guide students toward employment opportunities, post-secondary education, and community resources as they prepare for life after graduation.
  • Documentation Pro: Maintain organized and accurate case notes, student records, and communication logs using digital systems.
  • Student Engagement: Travel regularly within your assigned region to meet students in person, build relationships, and provide hands-on coaching and support.
  • Testing Support: Travel to approved testing locations to assist with proctoring required state assessments (STAR, EOC, and SAT).
  • Mission Champion: Support the school’s mission by helping students overcome barriers, stay engaged, and ultimately earn their high school diploma.
  • Community Connector: Meet students in community locations when needed to strengthen engagement, build meaningful relationships, and help connect them with wraparound services that support both their educational progress and life circumstances.

Who You Are:

  • A strong relationship builder who can connect with students through virtual communication tools.
  • Experience supporting students in online or virtual learning environments is preferred but not required.
  • Passionate about helping at risk students ages 14–21 overcome barriers and graduate.
  • Skilled in counseling, teaching, social work, or youth development.
  • Organized, adaptable, and comfortable managing multiple students and responsibilities.
  • Emotionally intelligent with strong communication and motivational skills.
  • Comfortable working remotely while maintaining consistent engagement with students.

What You'll Need:

  • Bachelor’s degree in social work, counseling, education, or a related field
  • Minimum 5 years of experience working in a fully online education environment (virtual high school, online mentoring/tutoring, tele-counseling, etc.)
  • At least 5 years supporting at-risk high school students (grades 9–12) in roles such as counselor, teacher, social worker, or behavioral specialist
  • Strong technology skills and experience with tools such as Google Workspace, Microsoft Office, learning management systems, and digital communication platforms
  • Ability to maintain detailed documentation and case notes
  • Valid driver’s license and reliable transportation for frequent travel
  • Ability to work independently while collaborating with a virtual team
  • Reliable high-speed internet for remote work
  • Residence in Ohio

Why Work With Us?

At ChallengeU, we do more than check boxes — we reignite potential! Join a caring, creative team that believes in second chances. We offer a flexible, mission-driven work environment where your impact is felt every day.

Benefits:

  • Health, Dental & Vision Insurance
  • Paid Time Off
  • Flexible schedule + Remote-first work
  • State Retirement
  • Professional development support

Ready to help students believe in school again — and in themselves? Apply now and bring your experience, empathy, and virtual know-how to a team that’s changing lives every day!

Pay: $50,000.00 - $65,000.00 per year

Benefits:

  • Dental insurance
  • Flexible schedule
  • Health insurance
  • Paid time off
  • Professional development assistance
  • Retirement plan
  • Vision insurance

Application Question(s):

  • Experience working with or supporting at-risk high school students (grades 9-12) in roles such as counselor, teacher, social worker, behavioral specialist, or similar roles.
  • Willing and able to meet with students throughout the state of Ohio for testing and engagement/ relationship building.

Education:

  • Bachelor's (Preferred)

Location:

  • Ohio (Required)

Willingness to travel:

  • 50% (Required)

Work Location: Remote

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