Proposal Specialist

Dialogue • Montreal, QC

36d • Hybrid

About The Position

Reporting to Cathie Beerman, Manager of GTM Enablement, the Proposal Specialist plays a key role in shaping compelling, high-impact proposals that help Dialogue win new business and expand existing partnerships. In this role, you will lead the development of strategic RFP and RFI responses, translating complex information into clear, persuasive narratives that highlight Dialogue’s unique value. You will collaborate closely with cross-functional teams across Sales, Product, Clinical, Legal, and Strategy to deliver polished, high-quality submissions that support Dialogue’s go-to-market success. You will thrive in this role if you take pride in your craft, bring structure to complex work, collaborate naturally with others, and are motivated by the impact your work has on winning together as a team.

Requirements

• A strong writer and operator who is organized, driven, and ready to take real ownership - experience level matters less than craft and hustle
• Strong writing and storytelling skills you can translate complex information into clear, compelling content
• Highly organized and detail-oriented with the ability to manage multiple priorities and deliver high-quality work under tight deadlines
• Comfortable in fast-paced environments where you adapt quickly, stay focused when things get busy and follow through
• Collaborative and team-oriented where you communicate clearly, work well with stakeholders and step in where needed to get things done
• Curious, proactive and eager to learn where you take initiative, seek feedback and continuously improve.
• Bilingual in English and French is a strong asset
• You may be required to communicate in French and English.

Nice To Haves

• Interest in healthcare or SaaS (nice to have, not required)

Responsibilities

• Own and elevate the end-to-end proposal process: Delivering high impact RFP and RFI responses that position Dialogue as the clear partner of choice
• Write bold, tailored proposals that bring Dialogue’s value to life: Combining strategic storytelling with precision to stand out in competitive evaluations
• Translate complexity into clarity: Turning detailed requirements into compelling narratives and executive summaries that focus on what matters most, connecting client priorities and deal strategy to create a clear path to winning
• Collaborate deeply across teams: Partnering with GTM, Product, Clinical, Legal and Strategy to deliver accurate, aligned and high-quality submissions
• Drive with speed and rigor: Managing timelines, stakeholders and procurement requirements to deliver compliant, polished proposals, on time, every time
• Continuously raise the bar: Improving tools, templates and ways of working to increase efficiency, scalability and overall proposal quality
• Strengthen our collective impact: Contributing to a high-performing, team-first environment and stepping in where it matters most to win together
• Build and refine reusable content: Ensuring our knowledge base is sharp, current and easy to leverage for consistent, high-quality outputs

Benefits

• Access to the Dialogue app and virtual mental health support for you and your family
• Fully funded insurance
• a health spending account
• dental coverage
• fitness reimbursement
• 4 weeks vacation
• 9 wellness days
• 1 volunteer day
• Hybrid work: 3 days/week in our Montreal or Toronto offices, excluding remote roles
• Work abroad up to 4 weeks/year
• Incentive plans
• referral bonuses
• RRSP matching
• Learning via Coursera
• external training budget
• mentorship
• Optional parental leave top-up

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed