Deployment Strategist

Jobtailor; Ottawa; On-site; CAD 110,000 - 150,000; Full time

Job summary

Jobtailor is seeking a delivery-oriented professional to map workflows and frame customer problems in Canadian defence/public sector contexts. You will connect users, product and engineering to drive adoption and measurable impact, with substantial on-site travel to engage frontline users and partner organisations.

The role emphasizes user-centric design, stakeholder management, and the ability to navigate ambiguous, high-stakes environments while delivering value quickly.

Qualifications

• Technical background in programming or related technical field.
• Strong customer-facing communication and stakeholder management.
• Ability to operate independently under pressure.
• Willingness to travel and work on-site with customers.
• Ability to navigate ambiguity and take ownership from day one.
• Comfort engaging with engineers and end users on complex topics.
• Experience in defence or defence technology (ideally).
• Familiarity with Canadian defence/public-sector environments (ideally).
• Experience working with technical products in regulated environments (ideally).
• Existing Right to Work in Canada.
• Security clearance or willingness to undergo Canadian screening.
• Residency in Canada for Reliability or Secret clearance.

Responsibilities

• Map workflows, pain points and operational constraints for Canadian defence and public-sector contexts.
• Identify and frame customer problems aligned with the product vision for Cobalt.
• Collaborate with customers to prioritise high-value problems.
• Design iterative delivery plans to alleviate user pain and demonstrate value quickly.
• Act as the bridge between users, product and engineering to keep solutions aligned with operational realities.
• Continuously refine priorities with customers to ensure adoption and measurable impact.
• Champion a user-centric approach across deployments and the wider company.
• Support on-site implementation, feedback capture and post-deployment iteration.
• Help build understanding of Canadian operational environments, stakeholders and deployment requirements.
• Work closely with product and engineering teams to translate field insight into product direction.
• Lead end-to-end planning and execution of technology implementation with Canadian customers.
• Travel significantly, often in challenging environments, to work with frontline users and partner organisations.

Skills

Programming Skills

Technical Degree

Technology Implementation

Operational Complexity Management

User-Centric Design

Education

Technical Degree

Job description

• Engage with users to map workflows, pain points and operational constraints in Canadian defence and public-sector contexts
• Identify and frame customer problems aligned with the product vision for Cobalt
• Collaborate with customers to prioritise the highest-value problems
• Design and guide iterative delivery plans that alleviate user pain and demonstrate value quickly
• Act as the bridge between users, product and engineering to keep solutions aligned with operational realities
• Continuously refine priorities with customers to ensure adoption and measurable impact
• Champion a user-centric approach across deployments and the wider company
• Support on-site implementation, feedback capture and post-deployment iteration
• Help build understanding of Canadian operational environments, stakeholders and deployment requirements
• Work closely with product and engineering teams to translate field insight into product direction
• Lead end-to-end planning and execution of technology implementation with Canadian customers
• Travel significantly, often in challenging environments, to work with frontline users and partner organisations

Requirements

• Technical proficiency: programming skills, a technical degree, or equivalent experience in a technology company
• Strong customer-facing communication and stakeholder management skills
• Independent decision-making under pressure
• Willingness to travel and work on-site with customers for a significant proportion of your time
• Ability to operate effectively in ambiguity and take high ownership from day one
• Confidence to engage with technical subject matter and work closely with engineers and end users alike
• Experience in defence or defence technology (ideally)
• Familiarity with Canadian defence, national security or public-sector operating environments (ideally)
• Experience working with technical products in operationally complex or regulated environments (ideally)
• Existing Right to Work in Canada at the time of application
• Likely requirement to hold a security clearance or be willing to undergo Canadian security screening
• Continuous residency in Canada for at least 5 years for Reliability Status clearance, or 10 years for Secret clearance

Core Competencies

Demonstrates expertise in user-centric design and technology implementation within Canadian defence and public-sector contexts, with strong stakeholder management and communication skills. Capable of navigating operational complexities and ambiguity while driving measurable impact and adoption.

Highest-signal resume keywords

• Technical Proficiency
• Customer-Facing Communication
• Stakeholder Management
• Experience in Defence Technology
• Willingness to Travel

Hard Skills

• Programming Skills
• Technical Degree
• Technology Implementation
• Operational Complexity Management
• User-Centric Design

Soft Skills

• Independent Decision-Making
• Confidence in Technical Engagement
• Ability to Operate in Ambiguity

Certifications & Qualifications

• Security Clearance
• Right to Work in Canada

Industry Keywords

• Canadian Defence
• Public-Sector Operating Environments
• National Security
• Operational Constraints
• Field Insight Translation