Learner Success Advocate - Artificial Intelligence (AI)

About Ziplines Ziplines Education is a category-leading education company that partners with universities to deliver industry-focused certificate courses that prepare professionals for today’s digital-first workforce. Each year, we have the opportunity to help thousands of career advancers build the knowledge, skills, and credentials they need to move their careers forward. 92% of learners would recommend our programs, and our net promoter score is consistently in the excellent range. Together, we empower adult learners to confidently pursue the career they’ve always wanted. About Ziplines Education Ziplines Education is a category-leading education company that partners with universities to deliver industry-focused certificate courses that prepare professionals for today’s digital-first workforce. Each year, we have the opportunity to help thousands of career advancers build the knowledge, skills, and credentials they need to move their careers forward. 92% of learners would recommend our programs, and our net promoter score is consistently in the excellent range. Together, we empower adult learners to confidently pursue the career they’ve always wanted. About the Team Our learning team supports and guides our learners throughout their course experience. This team consists of learning designers, learner success advocates, live session instructors, and career coaches. Employees on this team work as part-time contractors. Navigating ambiguity, collaborating with team members, and taking ownership are necessary traits for success in the role. The learning team is essential to the success of Ziplines by supporting learners to achieve success in the course and in their career aspirations. About the Role As a Learner Success Advocate for Artificial Intelligence (AI), you’ll serve as the main point of contact and guide for learners enrolled in our AI course —supporting them as they build confidence using AI tools, strengthen prompt and communication skills, and apply AI thoughtfully in real-world contexts. You will work approximately 10-15 hours per week , spanning 5 to 7 weeks . Your primary goal is to ensure learners stay engaged, feel supported, and successfully complete the program—especially as they navigate the emerging, sometimes ambiguous landscape of AI. What You’ll Do Learner Engagement and Communication Serve as the primary point of contact for your assigned learners across Slack, email, and Zoom. Foster trust and connection while supporting learners in overcoming both technical challenges and emotional hurdles as they navigate the AI landscape. Lead weekly Slack communications, provide motivational updates, and respond promptly to questions. Conduct 1:1 check-ins or small group outreach for at-risk learners, providing personalized support and encouragement. Live Session Support Engage in weekly live sessions as a moderator and co-host, managing Zoom logistics, chat engagement, breakout rooms, and learner support needs. Partner with instructors to create an interactive, high-energy environment that reflects the dynamic nature of the AI space. Identify and address learner experience challenges, including issues related to content clarity, assignment expectations, or access to tools. Course and Monitor Learning Track learner activity, completion of weekly assignments, and participation in both asynchronous and synchronous components. Flag and proactively intervene with at-risk learners, using data from the Learning Management System and communication logs. Maintain updated and organized documentation on each learner’s progress and engagement. About You 2+ years in customer-facing, education, or coaching roles. Solid knowledge of—AI technologies, particularly prompt engineering and tools like ChatGPT, Claude, or similar platforms. Demonstrated ability to learn new tools, troubleshoot common issues, and explain concepts clearly. Strong written and verbal communication skills tailored for diverse adult learner audiences. Experience with Slack, Zoom, Google Workspace, LMS platforms, and CRM systems. Confident working autonomously in a remote-first, fast-paced startup environment. Preferred Qualifications Experience with best practices in adult learning or online education within an edtech setting Experience supporting or working in rapidly changing technical environments. Experience with or involvement in short-form online learning formats, such as bootcamps or certificate programs. Experience working with AI tools like ChatGPT or comparable LLM, Miro, Deep Research (OpenAI Agent), Make.com or N8N is a plus. A mindset of curiosity and staying current with fast-evolving AI capabilities. Time Commitment and Compensation Approximately 10-15 hours per week for each course module, spanning 5 to 7 weeks Compensation is commensurate with experience, starting at $18/hr Ziplines Core Values Focus on outcomes: Students come first—always. Be trustworthy: Deliver, be honest, and support the team. Be humble: We’re in this together. Be curious: Continuous learning drives innovation. Be you: Diverse thinking creates opportunity. To ensure a fair and consistent hiring process, we kindly ask that all applicants submit their applications through our job board rather than reaching out directly via LinkedIn, phone, or email. This helps our recruitment team review every application efficiently and equitably. We truly appreciate your interest in joining our team and look forward to considering your application! Ziplines, Inc. is proud to be an equal-opportunity employer. We do not discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other protected characteristics under applicable law.