Live Session Instructor - AI for Sales

Ziplines Inc.

Job Overview

Location

United States

Job Type

Contract

Full Job Description

📋 Description

• As a Live Session Instructor for AI for Sales at Ziplines Inc., you will lead interactive, project-based Zoom sessions that empower sales professionals to apply AI tools across the full sales cycle—from prospecting and lead nurturing to proposal crafting and deal scaling using agentic workflows. Your role is critical in bridging theoretical knowledge with practical, hands-on application, ensuring learners gain confidence in using AI responsibly and effectively in real-world B2B sales contexts.
• You will facilitate weekly 2-hour live sessions, customize pre-built slide decks and materials, review learner Playbook assignments, engage in course Slack for learner support, and participate in term-end debriefs to improve the course experience. Your preparation includes reviewing on-demand content, refining activity plans, and aligning your facilitation with learner progress to deepen understanding and application of AI in sales workflows.
• Ziplines Education partners with universities to deliver industry-recognized certificate programs that prepare professionals for the digital-first workforce. With a 92% learner recommendation rate and consistently excellent NPS, the company is trusted by thousands of career advancers seeking to upskill in high-demand areas like AI for sales. You’ll join a mission-driven team focused on learner outcomes, ethical innovation, and accessible, high-impact education.
• In this role, you will deepen your expertise in AI-powered sales enablement, refine your adult facilitation and mentoring skills, and contribute to shaping how sales teams ethically adopt AI. You’ll gain visibility as a thought leader in AI for sales, build a portfolio of real-world teaching experiences, and strengthen your ability to translate complex technical concepts into practical, sales-relevant actions—all while working in a flexible, remote-friendly environment.

🎯 Requirements

• 7+ years of professional B2B or similar sales experience with hands-on ownership of sales funnel processes
• At least 2+ years of experience using AI, automation, and AI workflows in sales (e.g., ChatGPT, Hunter, Zapier, Fireflies AI)
• Ability to teach prompting techniques, responsible AI use, and content-generation best practices with sales-specific examples
• Experience guiding learners through hands-on, scenario-based work in Zoom-based, adult-learning environments
• Familiarity with building AI-powered sales tools, including agentic workflows, prompt libraries, and human review checkpoints
• Strong ethical foundation and commitment to responsible AI use, including data privacy, bias awareness, and human-in-the-loop practices

🏖️ Benefits

• $2,000 compensation per 5-week session
• Ready-made course materials (agenda, slide deck, activity plan) to customize—no need to build from scratch
• Training and onboarding to ensure confidence with course tools and expectations
• Ongoing support from a Learner Success Advocate via Slack and Zoom for logistics, moderation, and grading
• Flexible, remote-friendly schedule: ~4 hours/week for 5 weeks (live sessions, prep, communication, debrief)

Skills & Technologies

Onsite

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Ziplines Inc.

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About Ziplines Inc.

Ziplines provides an AI-native platform for healthcare organizations to unify clinical and claims data, automate prior authorizations, and surface real-time insights at the point of care. Its cloud-native engine ingests EHR, payer, and pharmacy feeds, applies machine-learning models to predict denial risk and care gaps, and embeds actionable recommendations directly into clinician workflows. The company serves health systems, payers, and value-based care organizations seeking to reduce administrative burden, accelerate revenue cycles, and improve patient outcomes through interoperable data intelligence.

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