Zipline is a well-funded and quickly growing SaaS company that works with many of the world’s top retailers across many industries. We have best-in-class NPS and CSAT scores, and our customers rave about us. Plus, we are a fully remote company with employees all over Canada, the United States and beyond!

At Zipline, we believe that great communication is the backbone of successful retail operations. That is why we built a platform that helps teams from HQ to the frontline stay aligned, engaged, and equipped to do their best work. Our Education & Enablement team carries that mission forward by ensuring our customers do not just use Zipline, they master it.

We are looking for an experienced instructional designer and content strategist to join us as our Learning Program Manager. In this role, you will design engaging, scalable learning experiences for our customers through our internal LMS (Learning). You’ll own the creation of Learning Courses, Tracks and Events, as well as our customer certification program, Zipline University. Lastly, you’ll be a core member of the working group responsible for the creation of high-impact content for webinars, videos, and our annual customer conference.

This is a role for someone who thrives at the intersection of instructional design, program management, and customer engagement. You will build learning content that drives adoption and deliver experiences that inspire.

What You’ll Do

• Instructional design (non-negotiable): Create and maintain clear, engaging, and outcomes-driven learning content in our LMS (Learning) and for the Zipline University certifications.
• Project ownership: Scope, plan, and execute deliverables end to end, managing timelines, flagging risks early, and ensuring commitments are met without sacrificing quality.
• Standards and formats: Design SCORM-compliant content to ensure scalability and seamless integration into our learning systems.
• Measurement and improvement: Define success metrics for learning initiatives, analyze engagement and feedback, and continuously improve program effectiveness.
• Strategic growth: Contribute to the long-term vision of Zipline University by scaling certification, webinar, and learning programs to meet customer demand.
• Conference and event content: Partner with customers and internal teams to ideate, storyboard, and design impactful presentations and slides for our annual customer conference.
• Video content: Develop, script, and edit short-form educational videos for customers using tools such as iMovie and Canva.
• Product knowledge: Deeply understand Zipline’s product, how customers use it across industries and roles, and translate that knowledge into clear, practical learning experiences.
• Cross-functional influence: Collaborate with Product, Marketing, and Customer Success to align learning programs with business priorities, proactively surface risks, and ensure customer insights inform strategy.
• Webinar program: Develop educational webinar content, coordinate logistics, and confidently host live webinars that teach and engage customers using Zoom.
• Tooling and systems fluency: Confidently use Zipline, iMovie, ScreenStudio, Slack, Jira, Canva and Google Suite to manage work and deliverables, troubleshooting and supporting others as needed.
• On-stage presence: Confidently present and deliver content at conferences, trainings, webinars, and customer-facing events.

What We’re Looking For

• Proven experience in instructional design with expertise in adult learning theory and LMS content development.
• Hands-on experience creating SCORM files or equivalent eLearning content.
• Strong project management and organizational skills, comfortable juggling multiple initiatives in a fast-moving environment.
• Strong experience designing and delivering live webinars using Zoom.
• Proficiency with Google Suite, Canva, and iMovie for presentation, slide, and video content.
• Familiarity with authoring tools such as Articulate Storyline, Rise, or Captivate is highly beneficial.
• Excellent writing and content governance skills with the ability to communicate complex product information clearly, concisely, and in the Zipline voice.
• Skilled collaborator who builds trust across functions, communicates clearly, and adapts to different audiences.
• A true team player: thrives in a collaborative environment, embraces change, and steps in to support teammates when needed.
• Data-driven mindset with the ability to measure learning impact and apply insights to improve programs.
• Resilient and adaptable in the face of shifting priorities, solution-focused and calm under pressure.
• Strategic thinker who can connect day-to-day deliverables to larger team and company goals.

Compensation:

At Zipline, we're committed to paying our team fairly, transparently, and in a way that supports growth. This role has a minimum annual salary within Canada of $76,000 CAD and a maximum of $114,000 CAD. This role has a minimum annual salary in the USA of $74,200 and a maximum of $111,400 USD.

The broad salary ranges reflect the growth someone will experience in the role—from developing skills to reaching expertise within their career level. We’ve found that hiring team members with the expectation of being accomplished in the role sets them up for success, which for this position on the USA band means a starting salary of $83,500 USD. Within the Canadian band, $85,500 CAD. Salaries below this point typically reflect someone with potential but still building the necessary skills, while salaries above are for individuals already excelling in the role, with a deep understanding of Zipline’s impact on customers, product, and company.

At Zipline, you’ll continue to have career development conversations with your manager to ensure your compensation grows as you advance.

Our salary ranges are determined by market, factoring in our revenue and employee size, paying competitively at the 75th percentile. In higher cost of living markets, we apply 5-10% multipliers on our ranges, depending on the location, to maintain competitive compensation and reflective of the increased expenses our team members face in those areas. While we primarily hire in Canada and the USA, we are a global employer, and all hiring regions will use the same methodology to determine fair and transparent pay.

Transparency is key to building trust in our compensation process. To better understand how this range is determined, we encourage you to ask as many questions as you'd like about compensation during the interview process to ensure clarity and confidence.

What’s in it for you:

Remote-first culture: Join a high performing, fully remote team and work where you're comfortable

Stock Options: Get meaningful ownership in a fast-growing, venture-backed company shaping the future of retail.

Time Off: Our flexible time-off policy ensures you stay refreshed and recharged. Plus, you’ll get a monthly stipend to get you out of the house—grab a coffee and work from your favorite spot!

Benefits: World-class medical, dental, and vision policies.

Team Connection: Annual company off-sites in fun locations. We've done New York, Costa Rica, Whistler, Palm Springs, San Diego, and Mexico City.

Sabbatical: A one month paid sabbatical after completing five years of working at Zipline.

Volunteering: Every quarter, Zipliners get a paid day off to volunteer for a nonprofit of their choice.

Learning: We support continuous learning and provide unlimited access to our Udemy Business account

Great humans, great work: Work with kind, collaborative teammates who care about doing meaningful work and making a real impact. We value diversity of all kinds and are committed to building a diverse and inclusive workplace where we learn from each other. We are an equal opportunity employer and welcome people of all different backgrounds, experiences, abilities, and perspectives.

Want to learn more about how we work?

We may be remote, but we’re anything but disconnected. Zipline is a thriving, dynamic team spread across the globe—collaborating, innovating, and having a blast along the way.

Zipliners work from all over—vans, boats, Airbnbs, and everything in between. No office? No problem. Our culture still feels like one big hug.

Even though we’re distributed, we make space to connect—whether it’s our weekly all-company social or gathering in person at our yearly retreats. We’re building something meaningful together, and we’re glad you’re considering being a part of it.

We can’t wait to meet you!