Learning and Development Specialist (Contract, Remote First)

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<p><strong>About Us:</strong></p> <p> </p> <p>Zensurance is redefining commercial insurance for Canadian businesses. </p> <p> </p> <p>As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.</p> <p> </p> <p> </p><p>Zensurance has been recognized for its rapid growth and industry impact:</p> <p> </p> <p><strong>✅ <a href="https://www.newswire.ca/news-releases/deloitte-canada-unveils-2025-technology-fast-50-tm-program-winners-as-tech-resilience-powers-cross-country-innovation-886643713.html">Deloitte’s Technology Fast 50 (2023, 2024, 2025)</a></strong></p> <p>✅ <strong><a href="http://chrome-extension//efaidnbmnnnibpcajpcglclefindmkaj/https://www.deloitte.com/content/dam/assets-zone3/us/en/docs/services/deloitte-private/2025/us-2025-technology-fast-500-rankings.pdf">Deloitte’s Technology Fast 500 (2024, 2025)</a></strong></p> <p>✅ <strong><a href="https://www.insurancebusinessmag.com/ca/best-insurance/top-insurance-employers-2022-427797.aspx#winnersListSection">Top Insurance Employers (2022)</a></strong></p> <p></p> <p> </p> <p>At Zensurance, we value ownership, collaboration, and innovation. Our team thrives on solving complex challenges, challenging the status quo, and making a real impact in an industry ready for change. </p> <p> </p> <p>If you're looking to build something meaningful in a fast-growing, customer-focused company, we’d love to hear from you!</p><p><br></p><p>Reporting to the Team Lead - Learning and Development, we're looking for a <strong>Learning and Development Specialist</strong> to play a vital role in designing and launching impactful learning experiences that empower our teams to excel.</p> <p>Here are some examples of the exciting programs our Learning and Development team has developed internally:</p> <ul> <li><strong>Zen Leader Quest: </strong>Leadership development program for new and experienced leaders.</li> <li><strong>Zen Insurance Quest:</strong> Product training for brokers to master our coverage options.</li> <li><strong>Commercial Broker Training Program:</strong> Bootcamp equipping aspiring brokers with essential insurance knowledge and sales skills.</li> </ul> <p> </p><p>To be successful in this role, there are two mandates:</p> <ol> <li> <p><strong>Enhance Organizational Onboarding</strong> - Support the strategic initiative to enhance organizational onboarding, collaborating with L&D team lead to identify, collect, and integrate current company materials.</p> </li> <li> <p><strong>Enhance Existing Learning Programs</strong> - Conduct reviews and implement strategic design upgrades to existing learning programs, maximizing quality and learner engagement.</p> </li> </ol> <p><strong>Please note: </strong>This is a 8-month, full-time contract position with the potential for further opportunities. </p> <p></p> <p></p><p><br></p><b>Responsibilities:</b><div> <ul> <li><strong>Training Design:</strong> Craft captivating and accessible digital learning content using various tools, such as Canva, Articulate 360, Workday Learning, and a suite of AI tools.</li> <li><strong>Training lifecycle management:</strong> Own the training lifecycle from content creation to evaluation, ensuring seamless execution and continuous improvement.</li> <li><strong>Administration:</strong> Maintain up-to-date training materials for all programs on Workday Learning.</li> <li><strong>Training Documentation:</strong> Document training processes and assess the impact of training initiatives to identify areas for growth and improvement.</li> </ul> </div><p><br></p><b>Requirements:</b><div> <ul> <li data-path-to-node="1,0,0"><strong data-path-to-node="1,0,0" data-index-in-node="0">Instructional Design Experience:</strong> 3+ years of experience in adult learning program design, development, delivery, and evaluation.</li> <li data-path-to-node="1,1,0"><strong data-path-to-node="1,1,0" data-index-in-node="0">Lifecycle Management:</strong> Ability to manage the content development life cycle, from needs analysis to evaluation, leveraging instructional design best practices.</li> <li data-path-to-node="1,2,0"><strong data-path-to-node="1,2,0" data-index-in-node="0">Content Transformation:</strong> A knack for transforming complex information into engaging and impactful learning experiences.</li> <li data-path-to-node="1,3,0"><strong data-path-to-node="1,3,0" data-index-in-node="0">Technical Toolkit:</strong> Experience using Canva, Articulate 360, Workday Learning, Survey Monkey, and AI tools (such as Synthesia) is an asset.</li> </ul> </div><p><br></p><p></p> <p><strong>Who We Are:</strong></p> <p> </p> <p>Business is hard work, but insurance doesn’t have to be!</p> <p> </p> <p>We empower business owners with simple, tech-driven insurance solutions through our online platform. </p> <p> </p> <p>Our success is fueled by our team-oriented culture and four core values:</p> <p> </p> <p><strong>DELIVER –</strong> We set ambitious goals and achieve them.</p> <p><strong>INCLUDE –</strong> We foster an open and safe space for all.</p> <p><strong>INTEGRITY – </strong>We do what’s right.</p> <p><strong>INVENT –</strong> We create straightforward, innovative solutions.</p> <p> </p> <p><strong>AI Tools and Your Interview:</strong></p> <p> </p> <p>We know AI is a valuable tool, and you're welcome to use it to prepare for your interview. However, please don't use AI assistants during the live interview itself. We want to have an authentic conversation with you, and using AI during the interview could affect our evaluation of your suitability for the role.</p> <p> </p> <p>Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process.</p> <p> </p> <p><strong>Diversity & Inclusion:</strong></p> <p> </p> <p>Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support, let us know, we’re here to help.</p> <p> </p> <p><strong>Thank You!</strong></p> <p> </p> <p>We review every application with care to find the best fit for our team.</p> <p> </p> <p>While we may take a little time to get back to you due to the high volume of applications we receive, know that a real human (not a bot!) is reviewing yours. We appreciate your patience and can't wait to learn more about you!</p>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...