Learning and Development Specialist (Contract, Remote First)

Posted 14 Days Ago
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Hiring Remotely in Toronto, ON, CAN
In-Office or Remote
68K-93K Annually
Mid level
Insurance
The Role
The Learning and Development Specialist will design and improve training programs, enhance onboarding, and manage training materials for a remote-first insurance company.
Summary Generated by Built In
About Us:
 
Zensurance is redefining commercial insurance for Canadian businesses. 
 
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.
 
Zensurance has been recognized for its rapid growth and industry impact:
 
✅ Deloitte’s Technology Fast 50 (2023, 2024, 2025)
Deloitte’s Technology Fast 500 (2024, 2025)
Top Insurance Employers (2022)
 
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. 
 
If you're looking to build something meaningful in a fast-growing, customer-focused company, we’d love to hear from you!

Reporting to the Team Lead - Learning and Development, we're looking for a Learning and Development Specialist to play a vital role in designing and launching impactful learning experiences that empower our teams to excel.

Here are some examples of the exciting programs our Learning and Development team has developed internally:

  • Zen Leader Quest: Leadership development program for new and experienced leaders.
  • Zen Insurance Quest: Product training for brokers to master our coverage options.
  • Commercial Broker Training Program: Bootcamp equipping aspiring brokers with essential insurance knowledge and sales skills.

To be successful in this role, there are two mandates:

  • Enhance Organizational Onboarding: Support the strategic initiative to enhance organizational onboarding, collaborating with L&D team lead to identify, collect, and integrate current company materials.
  • Enhance Existing Learning Programs: Conduct reviews and implement strategic design upgrades to existing learning programs, maximizing quality and learner engagement.
Please note this is a 8-month, full-time contract position with the potential for further opportunities. 

Responsibilities:

  • Training Design: Craft captivating and accessible digital learning content using various tools, such as Canva, Articulate 360, Workday Learning, and a suite of AI tools.
  • Training lifecycle management: Own the training lifecycle from content creation to evaluation, ensuring seamless execution and continuous improvement.
  • Administration: Maintain up-to-date training materials for all programs on Workday Learning.
  • Training Documentation: Document training processes and assess the impact of training initiatives to identify areas for growth and improvement.

Requirements:

  • Instructional Design Experience: 3+ years of experience in adult learning program design, development, delivery, and evaluation.
  • Lifecycle Management: Ability to manage the content development life cycle, from needs analysis to evaluation, leveraging instructional design best practices.
  • Content Transformation: A knack for transforming complex information into engaging and impactful learning experiences.
  • Technical Toolkit: Experience using Canva, Articulate 360, Workday Learning, Survey Monkey, and AI tools (such as Synthesia) is an asset.

Who We Are:
 
Business is hard work, but insurance doesn’t have to be!
 
We empower business owners with simple, tech-driven insurance solutions through our online platform. 
 
Our success is fueled by our team-oriented culture and four core values:
 
DELIVER – We set ambitious goals and achieve them.
INCLUDE – We foster an open and safe space for all.
INTEGRITY – We do what’s right.
INVENT – We create straightforward, innovative solutions.
 
AI Tools and Your Interview:
 
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.
 
Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process.
 
Diversity & Inclusion:
 
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.
 
Thank You!
 
We review every application with care to find the best fit for our team.
 
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!

Skills Required

  • 3+ years of experience in adult learning program design, development, delivery, and evaluation.
  • Ability to manage the content development life cycle, from needs analysis to evaluation.
  • Experience using Canva, Articulate 360, Workday Learning, Survey Monkey, and AI tools.
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The Company
Toronto, Ontario
232 Employees
Year Founded: 2016

What We Do

Zensurance is a Toronto-based technology company and leading source for small business insurance in Canada. We make it easy, quick, and affordable for startups, self-employed professionals, contractors, and small businesses to get insured. Through our highly regarded client support team and network of over 50 insurance providers, Zensurance provides customers with industry-leading premium savings and the confidence to thrive in today’s market. #Zensurance #WeAreZensurance

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