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Principal Proposal Writer

Montreal, Quebec, Canada

Your role as Principal Proposal Writer

Reporting to Corey Klein, Director of Revenue Operations, the mission of the Principal Proposal Writer is to craft winning proposals that drive revenue growth by clearly articulating the impact of Dialogue’s health and wellness solutions.

What you’ll be doing: 

  • Own the proposal writing cycle: Lead the writing of compelling, tailored RFP, RFI, etc. proposal responses that position Dialogue as the partner of choice for large organizations across Canada
  • Collaborate cross-functionally with Product, Clinical, Legal, and Strategy teams to gather inputs and craft clear, persuasive, and technically accurate responses.
  • Project Management: Manage timelines and ensure on-time delivery of compliant, complete, and high-quality submissions across various procurement platforms (e.g., MERX, SEAO, Bids & Tenders).
  • Continuously contribute to the improvement of our proposal process, templates, and messaging to boost win rates and alignment with sales strategy

We'd love to hear from you if you have:

  • 5+ Years of Experience: Demonstrated expertise in writing proposals, with a proven track record of leading winning bids
  • Industry Experience: Familiarity with the benefits provider, insurance, virtual healthcare, or SaaS sectors, with a deep understanding of these markets
  • Exceptional communication and storytelling abilities, with a knack for translating complex ideas into clear, compelling messages
  • Adaptability in Fast-Paced Environments: Highly organized, deadline-driven, able to pivot under pressure,  and energized by fast-paced, high-impact work.
  • Strong project management capability: Ability to lead RFP responses for high-value, complex deals with multiple stakeholders..

Please note that as we serve customers across Canada, bilingualism is essential for this position. You may be required to communicate in French and English.


 
At Dialogue, your well-being is our priority

Taking care of others also means taking care of our team! Depending on your role and employment status, you could have access to the following 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, and fitness reimbursement
  • 4 weeks vacation, 9 wellness days, and 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

About Dialogue

Dialogue is the #1 virtual care provider in Canada. By developing our Integrated Health Platform🅫, we provide exceptional online health and wellness programs (primary care, mental health, iCBT, EAP, and wellness) to organizations that want to improve the wellness of their employees and families.

When it comes to our work, we set the bar high. Together, we’re transforming health and helping millions improve their well-being. We’re firm believers that great people don’t settle on:

Impact
Community
Growth
Excellence

Feel like you can make a difference? Good news, we saved you a seat! 

Come as you are. As a proud equal-opportunity employer, Dialogue is dedicated to creating a diverse and inclusive workplace for everyone. Qualified applicants will be considered regardless of citizenship, ethnicity, race, colour, religion, gender, gender identity or expression, sexual orientation, disability, age, or veteran status. Applicants who require specialized accommodation are encouraged to contact accessibility@dialogue.co.

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Sondage de Dialogue sur les caractéristiques sociodémographiques | Dialogue’s Demographics Survey

La version anglaise suivra | The English version will follow

Nous vous invitons à remplir ce sondage sociodémographique optionnel pour nous aider à évaluer nos efforts en matière de diversité, d’équité et d’inclusion, à mesure que nous continuons à constituer des équipes reflétant les communautés que nous servons. L’envoi de ce formulaire est volontaire. Par conséquent, votre décision de participer ou non au sondage n’affectera en rien votre candidature.

Vos réponses demeureront totalement anonymes. En outre, les renseignements obtenus ne serviront à aucune décision d’embauche et ne pourront être utilisés que pour évaluer nos pratiques d’embauche et comprendre l’efficacité de nos efforts pour créer une entreprise plus diversifiée et inclusive.

Si vous avez des questions sur la collecte ou l’utilisation de ces renseignements, veuillez nous écrire à jobs@dialogue.co.  


We invite you to complete this optional demographics survey to help us evaluate our diversity, equity, and inclusion efforts as we continue to build teams reflective of the communities we serve. Submission of this form is voluntary. Therefore, your decision to participate or decline in the survey will in no way affect your job application.

Your responses will remain 100% anonymous. Moreover, the information obtained shall not inform any hiring decision and may only be used to assess our hiring practices and understand the efficacy of our efforts to create a more diverse and inclusive company.

If you have any questions about the collection or use of this information, please contact jobs@dialogue.co.

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