Live Session Instructor - AI for Sales

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 the Course

This hands-on course is designed for sales professionals ready to move beyond low-stakes AI use cases and apply AI to the parts of the sales cycle that matter most: prospecting, nurturing leads, crafting proposals, closing deals, and scaling the entire cycle with agentic workflows.

It answers the key questions sales teams are asking today:

• Where does AI provide the highest impact in the B2B sales funnel?

• How can AI help find and reach the right accounts faster?

• How can personalized outreach scale without sounding robotic?

• How can agentic workflows handle repetitive deal-cycle tasks while preserving buyer trust?

• How do I ensure content accuracy, data privacy, and ethical use of AI in sales?

About You

You bring:

• 7+ years of professional B2B or similar sales experience with hands-on ownership of processes across the sales funnel (prospecting, outreach, discovery, proposal, objection handling, or deal management).

• Demonstrated experience applying AI tools within sales workflows, including generative AI (e.g., ChatGPT), AI-assisted sales platforms, or automation tools (e.g., Hunter, Zapier, Fireflies AI).

• Ability to teach prompting techniques, responsible AI use, and content-generation best practices with clarity, nuance, and sales-specific examples.

• Experience guiding learners through hands-on, scenario-based work, especially in Zoom-based environments where live walkthroughs, demos, and interactive activities are central.

• Comfort working with sales data (prospect lists, CRM records, engagement signals) and using AI tools to enrich, score, and act on that data.

• Familiarity with building AI-powered sales tools (AI projects, agentic workflows, prompt libraries), including writing instructions, loading reference files, and designing human review checkpoints.

• A strong ethical foundation and commitment to responsible AI use, including data privacy, content accuracy, bias awareness, and human-in-the-loop practices appropriate for sales.

• A growth mindset and deep curiosity about AI trends, staying current on evolving sales technologies, compliance considerations, and the future of AI in B2B sales.

Instructor Role Objectives

• Fully complete the course in advance, gaining hands-on experience with all tools, workflows, and assignments to provide expert-level support to learners throughout the program.

• Help learners apply AI for Sales skills through hands-on projects, guided builds, and real-world use cases.

• Support learners in troubleshooting, refining, and expanding on the course’s core exercises, demos, and activities by drawing from your own experience building them.

• Inspire learners, build confidence, and foster a strong, practical, and responsible understanding of AI for Sales.

• Drive engagement, retention, and learner success through active, thoughtful facilitation in a highly interactive, application-based learning environment.

Our Learners

Our learners are ambitious sales professionals from a wide range of industries and company sizes, motivated to stay current with advancements in AI and apply them to their day-to-day sales work. They include:

• Account Executives and Senior Account Executives focused on accelerating the top and middle of the funnel

• Sales Development Representatives and Business Development Representatives looking to scale prospecting and personalization

• Sales professionals in B2B sales across verticals including SaaS, IT services, financial services, professional services, and other consultative B2B environments

• Sales managers and team leads who want to upskill their teams on AI

Our Courses

Each week, learners:

• Complete on-demand online content created by industry experts featuring scenario-based learning, industry context, and best practices (6-7 hours)

• Apply their skills via a hands-on “Playbook” project (1-2 hours)

• Attend a live session to learn from an industry expert (that’s you!) alongside their classmates (2 hours). Most learners will join your live session having completed the week’s content and started their Playbook assignment. You’re supporting and customizing their learning, not teaching concepts for the first time.

• Connect with classmates on Slack or reach out to our Learner Success team for support.

How We Support You

• Ready-made materials: Receive a full agenda, activity plan, and slide deck to customize—no need to build from scratch.

• Training and onboarding: We'll make sure you're confident with the course tools and expectations.

• Slack & Zoom support: Work alongside a Learner Success Advocate who handles chat moderation, session logistics and grading.

Your Duties and Time Commitment

• Live Sessions (1.5 - 2 hours/week): Facilitate weekly 2-hour Zoom sessions focused on project-based AI workflow learning.

• Preparation (2 hours/week): Customize slide decks, review on-demand content and Playbooks, and prep for discussions.

• Learner Communication (30 mins/week): Participate in course Slack to answer questions and provide guidance.

• Debrief & Improvement (1 hour/term): Join course debriefs with Ziplines team members and instructional designers.

• Total: 4 hours/week for 5 weeks

Instructor Qualifications

Professional & Technical Expertise

• 7+ years of real-world B2B sales experience

• At least 2+ years of experience using AI, automation, and AI workflows in sales

• Deep understanding of business applications of AI across the B2B sales funnel (e.g., prospecting, outreach, nurture, proposal, objection handling, agentic workflows)

• Skilled in tools such as:

  • ChatGPT Plus

  • Gamma (AI-powered pitch deck customization)

  • Fireflies AI (notetaking and call intelligence)

  • Hunter (lead generation and email verification)

  • HubSpot or comparable CRM

  • OpenAI Codex or comparable agentic workflow platform

Communication & Teaching

• Exceptional communicator with the ability to simplify complex AI concepts for a non-technical audience.

• Adept at fostering engagement in Zoom-based, adult-learning environments.

• Enthusiastic about mentorship and building learner confidence.

Mindset & Commitment

• Highly organized, dependable, and proactive in session preparation.

• Able to commit to a full 5-week course term.

• Thrives in a collaborative, learner-first environment.

Compensation

• $2,000 per 5-week session

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.