logo inner

Head of Learning Experience

CinchyToronto, Ontario, CanadaRemote, Onsite
This job is no longer open
Cinchy is the enterprise data collaboration platform that makes it simple and secure for business teams, legacy systems, SaaS apps, and AI to collaborate on data in real-time.
Our customers use Data Collaboration to accelerate digital transformation projects and reduce the time and cost to build applications by more than 50%. Data Collaboration decreases IT project delivery risks, establishes guaranteed data access controls, and enables effortless collaboration on quality data across an organizations’ people and systems.Welcome to the age of data co-production, where collaboration replaces integration.

We are a growing company of builders, innovators, collaborators that believe freeing your data will empower your teams to build the future and unlock their potential.


As the Head of Learning Experience, you will lead our educational initiatives, focusing on developing and implementing innovative training strategies that maximize the effective use of our data collaboration platform. In this pivotal role, you will be directly responsible for the company's learning and development spectrum. Your mission will be to craft the strategic vision and execute detailed learning materials that enhance user engagement and competency in data technologies and foster a continuous learning and innovation culture.

Heavily utilizing AI tools, you will streamline processes and create impactful content, significantly influencing our organizational growth and success.

What you will be doing:


  • Strategic Leadership: Spearhead the learning and development strategy, ensuring alignment with broader organizational objectives to enhance company-wide data literacy and proficiency.
  • Curriculum Development: Design and implement innovative training curricula integrating state-of-the-art educational practices and an in-depth understanding of our data collaboration technologies.
  • Content Creation: Develop engaging, high-quality educational materials using advanced AI tools to enhance production quality and learning engagement.
  • Live Training: Deliver compelling live training sessions to foster active learning and support, enhancing user engagement and practical understanding.
  • LMS Oversight: Manage and optimize the Learning Management System to ensure content is current, accessible, and effectively meeting diverse learning objectives.
  • Internal Collaboration: Coordinate with SMEs across departments to ensure the accuracy and relevance of training content, strategically managing resources to support educational initiatives without disrupting other business functions.
  • Continuous Improvement: Regularly collect and analyze user feedback and internal metrics to continuously improve the learning materials and strategies.
  • Stakeholder Engagement: Work with internal teams to ensure training relevance and foster a data-literate culture within the company.

What you bring - Don’t worry if you don’t have all these things, we believe in investing in personal growth and can coach you to be successful:


  • Bachelor’s degree in Educational Technology, Instructional Design, Communication, or a related field.
  • Extensive experience in leading educational projects, preferably in technology-driven environments.
  • Deep familiarity with technical, data-centric platforms/products and strong technical acumen.
  • Experience working with enterprise customers, particularly in sectors like banking or finance.
  • Proficiency in instructional design and multimedia content production, including Adobe Creative Suite and AI tools like ChatGPT and ElevenLabs.
  • Excellent project management skills, capable of independently managing the complete lifecycle of learning initiatives.
  • Superior communication and interpersonal skills for effective training delivery and stakeholder engagement.
  • Previous experience in developing learning experiences for SaaS or B2B software companies.

$110,000 - $120,000 a yearCompensation: Our target base salary range is $110,000 - 120,000 CDN per year with a 15% bonus. Our compensation range is region specific and may be different depending on where you join us from. How we determine your compensation on this range is based on where you are at in your career and we try to figure that out through our hiring process. If your compensation expectation is outside this range but you are still interested in the role or Cinchy let us know - we would love the opportunity to get to know you.

Key Results (things we will measure success):


As a new Head of Learning Experience for Cinchy, your initial 30/60/90-day plan should focus on understanding the company culture, team dynamics, and existing learning material while building relationships with key stakeholders.

30 days: 


Familiarize yourself with your team, Cinchy's mission, values, and strategic objectives.Conduct a comprehensive assessment of current learning and training collateral, processes, and technologies.Identify gaps in learning.

60 days:


Develop a Learning and Development vision/strategyIdentify opportunities to optimize resource utilization, reduce manual effort, and enhance customer training and learning.

90 days:


Ensure alignment between learning activities and broader organizational objectives.Engage with external partners including customers and vendors

Our Hiring Process:


Talent Screen: You will initially meet (online) with someone from our Talent team. (30  minutes)Technical Fit: Teach us something. (60-90 minutes)Team Fit: We then have a values fit interview with other members of Cinchy (60 minutes)If all goes well, and you feel that Cinchy is the place you want to build your career, we'll ask for references and make an offer.

Who you will be meeting:


Joseph Kim - Head of RecruitmentDan DeMers - Head of SimplificationAnd other members of the Cinchy team.Click here for Our ValuesWe encourage applications from all qualified candidates around the world, including indigenous peoples, racialized people, people with disabilities, people from gender and sexually diverse communities and/or people with intersectional identities. Diversity breeds excellence. If you need any accommodation for the interview process please let us know. Apply for this job

This job is no longer open

Life at Cinchy

Integration is obsolete. Cinchy, the worldᅢᄁ¬ツᆲ¬トᄁs first Autonomous Data Fabric, is leading the world into the connected data revolution. By managing data as a network, Cinchy replaces the insecure and inefficient 40-year old approach of integrating applications using ETLs and APIs. Global banks, telcos, public sector agencies, and healthcare providers use Cinchy to take control of their data, cut IT delivery cost in half, and unlock data network effects to continuously accelerate digital transformation. Cinchy was voted best-of-show at Finovate NY, won top pick at TechCrunch Disrupt SF, voted ᅢᄁ¬ツᆲᅤモbest solution for improving operationsᅢᄁ¬ツᆲᅡン by Bank Director, and featured in numerous industry analyst reports from Gartner and Forrester, including Gartnerᅢᄁ¬ツᆲ¬トᄁs ᅢᄁ¬ツᆲᅤモCool Vendors in Data Managementᅢᄁ¬ツᆲᅡン publication in May 2020.
Thrive Here & What We Value1. Investing in personal growth and coaching employees2. Building robust relationships through product knowledge, planning, execution3. Empowering teams to build future and unlock potential4. Retaining and expanding customer base proactively5. Collaborating with Sales & Services for seamless integration6. Advocating for customers and providing internal feedback
Your tracker settings

We use cookies and similar methods to recognize visitors and remember their preferences. We also use them to measure ad campaign effectiveness, target ads and analyze site traffic. To learn more about these methods, including how to disable them, view our Cookie Policy or Privacy Policy.

By tapping `Accept`, you consent to the use of these methods by us and third parties. You can always change your tracker preferences by visiting our Cookie Policy.

logo innerThatStartupJob
Discover the best startup and their job positions, all in one place.
Copyright © 2025