Technical Proposal & Sales Specialist / Pre-Sales Content Specialist

Pathway Communications; Markham; On-site; CAD 55,000 - 75,000; Full time

Job summary

A leading IT solutions provider in Markham, Ontario, seeks a Technical Proposal & Sales Specialist. This role focuses on identifying RFP opportunities and creating tailored proposals for IT services. Candidates should have over 5 years of experience in proposal writing, a strong grasp of managed services, and excellent technical writing skills. The position offers a salary range of $55K to $75K CAD and requires on-site work. Join a dynamic team contributing to business growth through compelling sales content.

Qualifications

• 5+ years of experience in technical proposal writing, pre-sales, or sales enablement.
• Strong understanding of managed services and IT support models.
• Excellent technical writing and document structuring skills.

Responsibilities

• Identify RFP opportunities and develop high-quality proposals.
• Maintain a centralized SharePoint repository for RFP documents.
• Collaborate with Sales and Solution Architects to validate proposal accuracy.

Skills

Technical proposal writing

Sales enablement

Cloud services knowledge

Cybersecurity understanding

Networking knowledge

Tools

Microsoft Word

Microsoft PowerPoint

Microsoft Excel

SharePoint

Job description

About us

Pathway Communications has a track record of 30 years providing high-quality Information Technology solutions, including technical contact centre services at Tiers I, II and III to demanding corporate, government and non-profit clients in Canada and the United States. We commenced operations in 1995 and have grown, over the past 28 years, from being one of Canada’s pioneering ISPs to a provider of end-to-end corporate IT solutions, including inbound technical support, infrastructure management, cybersecurity and application development and maintenance. Our commitment to excellence is reinforced by the critical certifications we have. These include, amongst others, SOC, ISO 27000, PCI DSS and Uptime Institute Tier III Certifications for our data centre.

Pathway Communications is certified for SOC, ISO 27000, PCI DSS, and Uptime Institute Tier III certifications. The company offers managed services, including cloud, security, networking, and IT support.

Job Title: Technical Proposal & Sales Specialist / Pre-Sales Content Specialist

Job Type: Full-time | Permanent. This role is an existing vacancy.

Location: On-site, Markham, Ontario

Compensation: $55K to $75K CAD (base)

Summary

Pathway Communications is seeking a Technical Proposal & Sales Specialist / Pre-Sales Content Specialist to support business growth by identifying RFP opportunities and developing high-quality, technically accurate, and commercially compelling proposals. This role works closely with Sales, Solution Architects, and Delivery teams within a Managed Services / IT Services environment.

RFP Identification & Opportunity Management

• Proactively hunt and track RFP, RFI, and RFQ opportunities across public and private procurement portals, partner ecosystems, and industry sources.
• Monitor submission deadlines, compliance requirements, and qualification criteria
• Maintain and regularly update a centralized SharePoint repository with RFP documents, requirements, timelines, clarifications, and status updates
• Proposal & Pre-Sales Content Development
• Lead end-to-end development of RFP/RFI/RFQ responses, proposals, and Statements of Work (SOWs)
• Translate complex technical solutions into clear, client-focused value propositions
• Customize responses based on client needs, industry context, and service scope

Sales Enablement

• Develop and maintain sales collateral, including service descriptions, solution briefs, case studies, and pitch decks
• Support sales teams with written content and presentations during pre-sales cycles
• Ensure consistency of messaging, branding, and quality across all materials

Cross-Functional Collaboration

• Partner with Sales, Solution Architects, Delivery, Finance, and Legal teams to gather inputs and validate proposal accuracy
• Manage multiple bids simultaneously while meeting tight deadlines

Experience & Skills

• 5+ years of experience in technical proposal writing, pre-sales, or sales enablement within an MSP, IT services, or technology consulting environment.
• Strong understanding of managed services, cloud, cybersecurity, networking, and IT support models.
• Excellent technical writing, editing, and document structuring skills.
• Proven ability to manage complex RFPs end-to-end
• Strong organizational skills and attention to detail

Tools & Technology

• Advanced proficiency in Microsoft Word, PowerPoint, and Excel
• Experience with SharePoint, CRM platforms, and proposal management tools is an asset

Use of Artificial Intelligence in Hiring

This recruitment process does not use artificial intelligence to screen, assess, or select candidates. All applications are reviewed by a member of the hiring team.

Equal Opportunity Statement

Pathway Group of Companies is an equal opportunity employer and is committed to providing equal treatment with respect to employment without discrimination because of race, ancestry, place of origin, citizenship, creed, sex, sexual orientation, age, marital status, family status, disability, color, or ethnic origin as required by the Ontario Human Rights Code. Accommodations are available throughout the recruitment process upon request.