
Enterprise Customer Enablement – Training Specialist
AirOps
full-time
Posted on:
Location Type: Hybrid
Location: New York City • California • New York • United States
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About the role
- Lead 2-week cohort sessions across multiple skill levels (Foundations through Advanced), delivering interactive, demonstration-heavy experiences where participants build workflows in real-time. Run both public cohorts and private enterprise training sessions for 20+ person teams.
- Design and continuously evolve educational content across three certification tracks, creating session materials, builder exercises, homework assignments, and comprehensive takeaway documents that meet learners where they are.
- Guide participants from simple 2-4 step automations to sophisticated 15-25+ step orchestrations, teaching the foundational "Gather → Analyze → Extract" pattern and progressing to liquid query syntax, iterator patterns, and intelligent quality assurance systems.
- Travel to deliver in-person enablement sessions for enterprise customers, adapting curriculum to specific organizational needs and use cases while maintaining the core Content Engineer philosophy.
- Synthesize cohort pain points, feature requests, and learning barriers into actionable product insights. Your observations from where participants struggle most directly inform platform improvements and documentation priorities.
- Track and report on participant success metrics including workflow implementation rates, time savings achieved, team efficiency gains, and career advancement outcomes (promotions, raises, new titles).
- Develop self-serve learning materials, micro-certifications, and university-style resources that complement live instruction and enable scalable knowledge transfer.
Requirements
- 3+ years in customer enablement, technical training, or marketing operations with a track record of teaching complex technical concepts to non-technical audiences
- Exceptional public speaking and facilitation skills: You're energizing on camera, think on your feet during live troubleshooting, and create "aha moments" through interactive demonstration rather than lecture-style presentation
- Technical fluency: You learn platforms rapidly, understand systems thinking and workflow logic, and can build alongside participants in real-time. Bonus if you have experience with marketing automation tools, APIs, or workflow builders like Zapier, Make, or Clay.
- Teaching philosophy grounded in application: You believe in "show, don't tell," prioritize hands-on building over theory, and design for immediate micro-wins that build confidence before tackling complexity
- Curriculum design experience: You've created structured learning progressions that scaffold from foundational concepts to advanced techniques, with clear learning objectives and measurable outcomes
- Bias toward action and iteration: You embrace "Version 0" thinking—shipping adaptable foundations that improve through use rather than pursuing perfect initial implementations
- Strong written communication: You distill complex workflows into clear documentation and can create concise, memorable educational content (session summaries, troubleshooting guides, expansion opportunities)
- Customer empathy: You recognize when participants are struggling, adapt your approach in real-time, and celebrate their wins as your own success metrics.
Benefits
- Equity in a fast-growing startup
- Competitive benefits package tailored to your location
- Flexible time off policy
- Parental Leave
- A fun-loving and (just a bit) nerdy team that loves to move fast!
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
workflow automationcurriculum designtechnical trainingsystems thinkingworkflow logicmicro-certificationsliquid query syntaxiterator patternsquality assurance systemspublic speaking
Soft Skills
facilitationcustomer empathywritten communicationadaptabilityproblem-solvinginterpersonal skillsaction-orientedteaching philosophyengagementconfidence building