Technical Proposal & Sales Specialist / Pre-Sales Content Specialist

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Markham, ON, CAN
In-Office
Cloud • Information Technology • Database • Business Intelligence • Consulting • Cybersecurity
Your One-Stop Managed IT and Cybersecurity Services for Business Excellence.
The Role
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.
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 HiringThis 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 StatementPathway 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.

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The Company
HQ: Markham, ON
170 Employees
Year Founded: 1995

What We Do

Founded in 1995, Pathway Communications specializes in providing innovative and cost-effective IT and communication solutions for businesses of all sizes. Rooted in Canada, we offer a wide range of services, including Managed IT Services, Cybersecurity Solutions, Data Center, Cloud, Colocation, Voice, Data, and Internet, to help our clients stay connected and operate securely in today’s fast-paced world. Pathway employs over 150 qualified and trained staff on three continents and operates fully-equipped data centers in Markham, Toronto, and Montreal. All of our services are designed to pass through our Tier III data center backed up with ISO 9001:2015, ISO 27001:2013 certification, and SOC 2 Type II compliancy for the ultimate reliability, security, and privacy.

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