North York, On Senior proposal writer Jobs – 2 Openings This Week

Senior Proposal Writer
CallTower, Inc. —Toronto, ON
- $87,000–$103,000 a year
- Remote
- Microsoft Powerpoint
- Bilingual
- Microsoft Excel
Quick apply
Senior Specifications Writer
Dialog —Toronto, ON
- $90,000–$124,000 a year
- Full-time
- Writing skills
- Engineering
- Project management
- Dental care

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Senior Proposal Writer

CallTower, Inc. -
Toronto, ON

Quick apply

Job details

$87,000–$103,000 a year

Qualifications

Microsoft Powerpoint
Bilingual
French
Microsoft Excel
Writing skills
English
Project management
Presentation skills
Bachelor's
Organizational skills
IT
SaaS
AI
Adobe Acrobat

Full job description

Job Purpose:

The Senior Proposal Writer is responsible for leading the development of high-impact, client-facing proposals that support revenue growth. This role partners closely with Sales, Solution Architects, and Leadership to shape win strategies, craft compelling narratives, and deliver compliant, high-quality RFP/RFI responses that differentiate CallTower in the CX, CCaaS, AI and UCaaS market.

Duties:

In the context of tenders, the Senior Proposal Writer is responsible for coordinating key activities related to the process. Their responsibilities include:

Proposal Strategy & Development

Lead end-to-end RFP/RFI responses, including strategy, messaging, and positioning
Develop win themes and value propositions aligned to client needs and competitive landscape
Translate technical solutions into clear, compelling business narratives
Cross-Functional Leadership

Partner with Sales, Pre-Sales, Product, Legal, and Delivery teams to shape responses
Facilitate proposal strategy sessions and stakeholder alignment to meet response deadlines
Process & Content Optimization

Maintain and evolve reusable content library and templates
Drive continuous improvement of proposal processes and tools (including AI-enabled capabilities)
Oversee and manage the response process, including procurement portals, communications with customer procurement teams, and bid coordination.

Risk & Compliance

Ensure all proposals align with contractual, legal, and compliance standards
Identify and mitigate commercial and contractual risks
Communicate with federal, state, and provincial bodies to request compliance documents
Review contract clauses and verify the conformity of proposals

The Senior Proposal Writer will also partake in managing contractual documents for the Company (scope of work, change requests, hours of bank, support contracts, subscription contracts, etc.). His/her responsibilities include:

Prepare, review, and finalize proposal content (technical, financial, compliance, corporate etc.)
Apply, evaluate, and adjust these measures as required, and consult legal counsel for review if necessary.
Implement a compliance process for all stakeholders
Review the development process and optimize it
Review SOW grids and T&C. Make any valuable improvement when possible and automate them
Analyze proposal T&C and assumptions and SOW to mitigate business risks for clients, partners and suppliers
Ensure consistency between liability insurance contracts and the Company’s contractual commitments
Other duties as assigned by management

Success Measures

Improve proposal win rate and qualification effectiveness
Meet or exceed proposal turnaround SLAs
Increase reuse of standardized content and reduce cycle time
Maintain high compliance and quality standards across submissions

Qualifications

7+ years of experience in IT or consulting services as a Proposal Writer
Bachelor’s degree or 6+ years’ of relevant work experience
Excellent understanding of the different phases of IT project implementation
Ability to successfully communicate client tender objectives and their main characteristics to the delivery and sales teams through oral and written presentations
Strong interpersonal skills: capacity to work in teams of various sizes, with employees with different technical abilities and professional authority
Ability to manage and coordinate service and information requests from stakeholders with proactive means of communication
Solid knowledge of software tools such as Word, Excel, PowerPoint, Acrobat
Experience supporting enterprise SaaS / CCaaS / UCaaS deals
Proven ability to influence deal outcomes and win strategies
Experience using proposal automation tools or AI-assisted writing tools
Experience in project management is an asset
Ability to analyze and write proposals
Exceptional writing skills
Strong organizational skills, precision and great attention to detail
Fluency in English and French (spoken and written) is mandatory

Quick apply

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