D2L Logo

Proposal Writer and Operations

💰 $44k-$56k

Job Description

D2L is a cloud company that is modernizing education and building the Future of Work. The old models of teaching and learning are in the midst of the largest transformation in history, and D2L is at the heart of that fundamental shift.

New models of teaching and learning enable a personalized, student-centric experience – and deliver improved retention, engagement, satisfaction, and results for learners of all ages – in schools, campuses, and companies.

D2L is disrupting the way the world learns, by providing the next generation learning environment and solutions to engage and inspire learners. And most importantly, by giving customers a platform that is easy, flexible, and smart. No other company provides a solution as robust and innovative as D2L.

D2L has had a singular mission for 25 years and is dedicated to that same mission in the years ahead: to transform the way the world learns – and by doing so, we will help improve human potential globally.


Every application we receive is personally reviewed by a member of our Talent Acquisition team - yes, a real person looks at your resume! While we use AI tools internally to streamline tasks like meeting notes, summaries, and administrative work, these tools never rank resumes, make hiring decisions, or influence candidate evaluations.

As a Proposal Writer, you will work in a high impact, fast-paced, deadline driven environment and will primarily be responsible for the creation of custom sales collateral for prospective and existing clients. This will include writing and project management in support of compelling and competitive custom documents. This role will require excellent writing, storytelling, communication, collaboration, time management, and project management skills.

You will also support daily operations of the proposal team, implementing efficiencies, building resources that help stakeholders across D2L to support proposal efforts, assisting Proposal Managers on RFP responses, and supporting Team Leadership on operational improvements.

Successful candidates will have a team player mindset, adaptability, a positive attitude, the ability to excel in a fast-paced environment, and a willingness to “do what it takes” to get the job done.

How Will I Make an Impact?:

  • Support D2L’s global Revenue organization by writing creative and compelling proactive / unsolicited proposals, pitch documents, presentation leave behinds, and other custom sales collateral that differentiates D2L from our competitors and helps generate new business.
  • Manage creation of multiple sales documents on tight schedules and under elevated pressure.
  • Perform writing and editing to ensure sales documents are interesting, compelling, succinct, and error-free.
  • Enforce approved style guidelines and ensure a consistent look and feel of all outgoing documents.
  • Contribute to the expansion and enhancement of the custom request program.]
  • Identify opportunities for efficiencies (e.g., creating repeatable, self-serve templates) and enhanced productivity.
  • Work cross functionally with subject matter experts within the organization to create sales documents while maintaining a technical understanding of D2L product and service offerings.
  • Facilitate document reviews.
  • Provide feedback on content library articles and contribute new content articles.
  • Develop and cultivate strong relationships with relevant areas of the business to help strengthen partnerships and success within the team
  • Review, edit, and provide guidance on the creation of cover letters, executive summaries, and other key parts of proposals as needed
  • Work with other Proposal team members to create and improve best practices that ensure team operations are successful and efficient
  • Manage and support operational activities (e.g., building how-to resources for team and other stakeholders across D2L, updating team templates, support content initiatives, etc.).
  • Special projects as assigned.

What you’ll bring to the role:

  • 2+ years’ experience in a fast-paced, high volume writing environment.
  • Experience in high-tech industry is preferred.
  • Experience writing persuasive documents an asset.
  • Excellent knowledge of Microsoft Office applications
  • Ability to effectively use AI-enabled tools and emerging best practices to support proposal writing, content development, operational efficiency, and high-quality deliverables.
  • Experience with proposal automation software considered an asset
  • Ability to work independently and as part of a team; ability to adhere to strict deadlines

Education Recommendations:

Bachelor’s Degree preferably in Business, Technical Writing, English, Communications, or Journalism

The expected base salary range for a new hire in this role is listed below. The annualized base salary offered is determined by each candidate’s relevant knowledge, skills, education, training and experience. It is aligned to ensure both internal and external competitiveness using market data for the geographic location and industry. As part of the total compensation at D2L the role may be eligible for additional benefits including a Wellness Subsidy, Equity Grants, Variable Incentive, and more.

Base Salary Range

$61,500—$78,500 CAD

Don’t meet every single requirement? We strongly encourage you to still apply! At D2L, we are committed to creating a diverse and inclusive environment. We encourage your application even if you don’t believe you meet every single qualification outlined, because we love to help our people grow and develop!

Why we’re awesome:


At D2L, we are dedicated to providing you with the tools to do the best work of your life. While some of our perks and benefits may vary depending on location or employment type, we are proud to provide employees with the following through #LifeAtD2L:

  • Impactful work transforming the way the world learns
  • Flexible work arrangements
  • Learning and Growth opportunities
  • Tuition reimbursement of up to $4,000 CAD for continuing education through our SkillsWave Program
  • 2 Paid Days off for SkillsWave-related activities like exams or final assignments
  • Employee wellbeing (Access to mental health services, EFAP program, financial planning and more)
  • Retirement planning
  • 2 Paid Volunteer Days
  • Competitive Benefits Package
  • Home Internet Reimbursements
  • Employee Referral Program
  • Wellness Reimbursement
  • Employee Recognition
  • Social Events
  • Dog Friendly Offices Spaces at our HQ in Kitchener, Winnipeg, Vancouver and Melbourne offices.
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