Software Deployment Trainee – Flexible Hours

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🏢 D2L (Desire2Learn)📍 Doon, Kitchener💼 Full-Time💻 Hybrid🏭 E-Learning, Educational Technology, Software Development💰 45,000 - 55,000 per year

About Company

D2L is a global leader in learning technology, passionate about transforming the way the world learns. We make education more accessible, engaging, and effective for everyone, from K-12 and higher education to corporate training. Our Brightspace platform empowers millions of learners worldwide. Headquartered in Kitchener, Ontario, D2L thrives on innovation, collaboration, and a profound commitment to creating a positive impact on education globally. Joining D2L means becoming part of a diverse and dynamic team dedicated to pushing the boundaries of what’s possible in educational technology. We believe in fostering a supportive environment where continuous learning, professional growth, and a healthy work-life integration are paramount. Our culture is built on inclusivity, mutual respect, and a shared vision of transforming the future of learning.

Job Description

Are you a highly motivated and tech-savvy individual with a passion for problem-solving and a keen eagerness to dive into the intricate world of software operations? D2L is actively seeking a proactive Software Deployment Trainee to join our dynamic and growing team in Doon, Kitchener. This is an unparalleled opportunity to kickstart your career in a rapidly evolving industry, working directly with cutting-edge learning technology that profoundly impacts millions of learners globally.

As a Software Deployment Trainee, you will play a crucial role in ensuring the seamless delivery and optimal performance of our Brightspace platform. You’ll gain invaluable hands-on experience across the entire software deployment lifecycle, which includes everything from meticulously preparing environments and executing complex releases to thorough post-deployment validation and consistent ongoing maintenance. This foundational role is specifically designed for individuals who are ready to learn, adapt quickly, and contribute significantly to a high-performing operations team. We deeply understand the importance of work-life integration, which is why this position offers flexible hours, enabling you to manage your schedule effectively while still thriving in a collaborative and supportive environment. This hybrid model might involve a thoughtful mix of on-site work for crucial training sessions, essential team meetings, and hands-on learning, combined with the flexibility to work remotely on certain days, depending on project needs, your individual training progress, and team requirements.

Throughout your traineeship, you will work closely alongside experienced engineers, learning best practices in release management, infrastructure automation, system monitoring, and incident response. This role will expose you to a diverse array of tools and technologies, including various cloud platforms, scripting languages, and modern CI/CD pipelines. We’re not just looking for someone to follow instructions; we’re actively seeking someone who is inherently curious, eager to ask insightful questions, and keen to understand the ‘why’ behind our established processes and architectural decisions. If you’re a quick learner, possess strong analytical skills, and are genuinely excited by the prospect of contributing to a product that truly makes a significant difference in global education, we wholeheartedly encourage you to apply. This position offers a structured training path, dedicated mentorship, and a clear trajectory for substantial professional development within D2L. Embrace a challenging yet incredibly rewarding experience where your contributions directly support a vast global community of learners and educators. We are unwavering in our commitment to fostering an inclusive workplace where every voice is heard, and diverse perspectives consistently drive our innovation. Come grow and innovate with us at D2L!

Key Responsibilities

  • Assist in the meticulous preparation and flawless execution of software releases, patches, and updates across various development, staging, and production environments.
  • Learn, apply, and consistently utilize deployment tools and processes, ensuring strict adherence to established protocols and best practices in release management.
  • Conduct thorough post-deployment verification and validation to confirm successful implementation, system stability, and optimal performance.
  • Support the proactive monitoring of deployed systems, identifying, triaging, and escalating potential issues to senior engineers promptly.
  • Contribute to the creation, update, and maintenance of comprehensive deployment documentation, operational runbooks, and detailed troubleshooting guides.
  • Collaborate effectively with development, quality assurance, and infrastructure teams to ensure smooth and efficient transitions from development to production.
  • Actively participate in structured training sessions and engage in self-directed learning to continuously enhance technical skills and deepen understanding of D2L's platform architecture and underlying technologies.

Required Skills

  • Strong analytical and meticulous problem-solving abilities.
  • Excellent communication skills, both written and verbal, for effective collaboration.
  • A basic foundational understanding of IT infrastructure concepts (e.g., operating systems, networking fundamentals, database principles).
  • A strong inherent aptitude and enthusiastic eagerness for learning new technologies and complex processes rapidly.
  • Demonstrated ability to work both independently and collaboratively as part of a dynamic team in a fast-paced, agile environment.
  • Familiarity with command-line interfaces and basic scripting logic.

Preferred Qualifications

  • Currently enrolled in or recently graduated from a degree or diploma program in Computer Science, Information Technology, Software Engineering, or a closely related technical field.
  • Basic conceptual understanding or exposure to scripting languages (e.g., Python, PowerShell, Bash).
  • Familiarity with cloud platforms (e.g., AWS, Azure, Google Cloud).
  • Exposure to version control systems (e.g., Git).
  • Experience with ticketing or project management tools (e.g., Jira, ServiceNow).

Perks & Benefits

  • Competitive salary package and performance-based bonuses.
  • Comprehensive health, dental, and vision benefits, ensuring your well-being.
  • Generous paid time off, holidays, and sick days for work-life balance.
  • Flexible work arrangements (Hybrid model with flexible hours) to support personal and professional integration.
  • Dedicated budget and resources for professional development, including courses, certifications, and conferences.
  • Clear opportunities for mentorship, career advancement, and growth within a global EdTech leader.
  • Employee assistance program and robust wellness initiatives.
  • Modern, collaborative office environment with amenities located in Kitchener.
  • Company-sponsored social events, team-building activities, and community engagement initiatives.

How to Apply

Ready to kickstart your career with a global leader in EdTech? Click on the application link below to visit our official careers page. Please search for ‘Software Deployment Trainee’ or similar entry-level operations roles in Kitchener and follow the detailed instructions to submit your resume and a compelling cover letter. We eagerly look forward to reviewing your application and learning more about you!

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