On Key Chief Technology Officer

Bellville, Cape Town, South Africa

Job Description

At Pragma, we provide the opportunity for individuals to enjoy their working lives as much as their home lives. We foster a team environment in which each individual is recognised, valued and developed to support our company strategy. We encourage people with disabilities and from diverse backgrounds to apply.
As Pragma accelerates the growth and valuation of its On Key software platform, we are seeking a strategic and technically astute Chief Technology Officer (CTO) to drive the product's long-term vision, architecture, and team capability.
Minimum Requirements

  • A minimum of a tertiary qualification in Computer Science, Software Engineering, or a related field.
  • A post-grad/MBA is advantageous.
  • A minimum of 10 years of experience in senior technology leadership roles as a Chief Technology Officer.
  • Experience preparing product companies for funding or investor evaluations is highly advantageous.
  • Proven experience scaling enterprise software platforms with recurring revenue models.
  • Deep technical expertise across architecture, software development, and cloud infrastructure.
  • Strong leadership capability in restructuring teams, building cultures of delivery, and navigating change.
Duties & Responsibilities
  • Vision, Strategy & Investor Readiness.
  • Collaborate with executive leadership to define a bold, achievable vision for On Key's technology evolution and ARR growth.
  • Shape and articulate the On Key technology and development.
  • Ensure On Key's technical strategy, infrastructure, and team maturity align with investor expectations for valuation and due diligence.
  • Identify, assess and implement mitigation plans for key technical risks associated with the product.
  • Technology & Product Leadership.
  • Provide direct leadership and business management for key functional teams, including:
  • Architecture - Guide strategic architectural decisions and UI modernisation initiatives.
  • Software Development - Ensure roadmap delivery and scalable, agile development practices.
  • Quality Assurance - Drive improvements in automation, release velocity, and test coverage.
  • Maintenance and Integration - Maintenance of commercially available products, and development and support of integration solutions.
  • Hosting & Technical Support - Oversee cloud readiness, seamless deployment, SLA adherence, and end-user support excellence.
  • Embed engineering best practices across the SDLC and reduce overreliance on key individuals.
  • Drive data-driven performance and delivery transparency across technical functions.
  • Organisational Design & Succession Planning.
  • Define the future-fit structure for the On Key technical team that supports scale, agility, and innovation.
  • Mentoring of high-potential individuals in the team.
  • Team Culture & Delivery Enablement.
  • Drive high employee engagement levels and break down siloed thinking within the development team and the teams they interact with
  • Establish a high-trust, feedback-driven team culture focused on ownership, performance, and learning.
  • Improve milestone attainment and foster greater alignment between product vision and delivery outcomes.

Skills Required

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Job Detail

  • Job Id
    JD1505943
  • Industry
    Not mentioned
  • Total Positions
    1
  • Job Type:
    Full Time
  • Salary:
    Not mentioned
  • Employment Status
    Permanent
  • Job Location
    Bellville, Cape Town, South Africa
  • Education
    Not mentioned