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Chief Delivery Officer (CDO)

NJ PLACEMENT CONSULTING
Rosebank, Western Cape

Apply Now

Job Details

Full-time

Full Job Description

Overview

Amazing chance to join a Software Development company that develops software for the insurance industry. They are a medium size company that look after their staff and give recognition. They have been around for over 25 years and have an international footprint in London. They have a branch in London, Stellenbosch and Rosebank. They are extremely people orientated and offer a fun dynamic working environment.

No. of Vacancies

Specific Skills

Exceptional leadership and people management skills, with the ability to inspire, coach and hold teams accounta-ble
Strong presence and stakeholder management skills, with the ability to engage credibly with senior customers and C-suite stakeholders
Strong communication skills, written, verbal and presentational, with the ability to distil complex delivery infor-mation into clear, actionable insights for varied audiences
Analytical and commercially minded, with the ability to balance delivery quality, speed and cost
Structured and execution-oriented, with the ability to manage multiple concurrent programs
A strong operator rather than a conceptual strategist
Highly accountable, with low ego and high ownership
Resilient under pressure with sound judgement and decision-making ability in ambiguous or high-stakes environ-ments
Collaborative and able to influence cross-functional teams without direct authority
Able to create calm, clarity and control in complex delivery environments
Strong enough to hold teams accountable without creating unnecessary escalation or fear
Comfortable operating close to the detail while still communicating at executive level
Able to build trust with PMs, technical teams, senior stakeholders and customers
Strong dependency management skills across Product, Engineering, Architecture, BAU, Sales and Finance
Able to distinguish between useful governance and process noise
Commercially alert to margin leakage, underbilling, scope creep and revenue risk
Strong judgement on when to solve within the delivery function and when to escalate structural trade-offs

SUCCESS MEASURES FOR THE POSITION

Improved delivery predictability across the implementation portfolio
Stronger PMO governance, cadence and portfolio visibility
Reduced reliance on ExCo intervention in day-to-day project detail
Clearer, more concise executive reporting on delivery health, risk and decisions required
Improved PM ownership, communication and accountability
Better visibility and management of Core Dev / Architecture / Product dependencies
Stronger handoffs from Sales to Discovery, Discovery to Delivery, and Delivery to BAU
Improved customer implementation confidence and reduced escalations
Improved delivery efficiency, implementation margin and utilization
Reduced rework, scope leakage and avoidable delivery noise
More resilient delivery function with reduced single-person dependency
Scalable delivery operating model capable of supporting growth

Responsible For

KEY RESPONSIBILITIES

Delivery leadership
Own end-to-end delivery execution across customer implementation programs
Build a delivery culture grounded in accountability, clarity, predictability and customer confidence
Be accountable for delivery performance across the implementation portfolio
Ensure program execution against agreed milestones, scope and commercial assumptions
Improve delivery predictability through clear planning, dependency management and escalation discipline
Oversee delivery risk identification, mitigation and recovery planning
Ensure executive visibility of delivery health through concise, exception-based reporting
Oversee delivery resource planning, prioritization and capacity visibility
Ensure delivery commitments are operationally credible before they are made to customers
Reduce reliance on informal escalation and senior executive intervention in day-to-day delivery detail
PMO leadership and project governance
Build and lead a robust, high-performing PMO and delivery management function
Create a single operating rhythm for delivery management across the implementation portfolio
Establish clear project control standards, including consistent RAG reporting, milestone tracking, blocker owner-ship, dependency tracking, people risk, commercial risk and client sentiment
Ensure PMO meetings operate as effective project control forums, focused on risks, blockers, decisions, ownership and support required
Separate internal PMO control from ExCo-level exception reporting, ensuring senior leaders receive the right visibil-ity without being pulled into unnecessary project detail
Implement and maintain RAID governance, dependency management, escalation protocols, portfolio reporting, executive dashboards and delivery health visibility
Ensure project managers provide concise, consistent and decision-ready updates
Strengthen project manager ownership, judgement and communication capability
Build resilience in the PMO model so that delivery visibility and control are not dependent on any single individual
Champion pragmatic agile and hybrid delivery methodologies appropriate to client, project and product context
Ensure delivery governance is useful, proportionate and commercially relevant, not process for its own sake
People leadership and capacity development
Lead, mentor and develop a high-performing delivery team comprising Project Delivery Managers, Project Manag-ers, Implementation Consultants / Solution Developers and Test Analysts
Set clear expectations around ownership, communication, risk escalation and delivery discipline
Coach PMs to communicate clearly with senior stakeholders, distilling complex project detail into actionable up-dates
Build bench strength and succession within the delivery function, reducing single points of failure
Create a delivery environment where teams can surface risk early without fear, while still being held accountable for delivery outcomes
Identify capability gaps and work with the COO / People team on targeted development, recruitment or perfor-mance interventions
Support sustainable delivery practices that reduce burnout risk and improve resilience across the team
Customer implementation leadership and client partnership management
Serve as senior delivery executive for major customer implementations and build confidence with strategic cus-tomers through credible delivery leadership
Lead or support senior customer delivery governance where delivery risk, program recovery or material implemen-tation decisions require senior involvement
Build trusted relationships with senior client stakeholders, while ensuring day-to-day ownership remains clear within the project team
Lead escalation resolution for critical implementation issues, balancing client expectations with the company delivery capacity and commercial constraints
Ensure project teams identify customer risk early and escalate with clear mitigation options
Support effective program recovery where required
Ensure implementation handover into BAU / Support is clear, documented and operationally ready
Delivery interface management
Serve as the senior delivery interface into Product, Architecture, Core Development, QA, BAU / Support, Sales and Finance
This role does not own Product, Architecture or Engineering, but is accountable for ensuring delivery dependencies into those functions are visible, prioritized, tracked and escalated appropriately
Ensure delivery-critical Product / Core Dev / Architecture dependencies are identified early and linked to project milestones, client commitments and commercial risk
Establish a regular operating cadence between PMO, Product, Architecture and Core Dev to manage delivery de-pendencies
Ensure implementation commitments are operationally credible before they are made to customers
Support effective transition from Sales / Discovery into Delivery, ensuring assumptions, scope, dependencies and customer responsibilities are clear
Support effective transition from Delivery into BAU / Support, ensuring known issues, commitments, documenta-tion and support arrangements are clear
Escalate structural blockers, capacity conflicts and trade-offs to the COO with options and recommendations
Commercial discipline
Partner with Finance, the COO and commercial leadership to improve delivery economics
Protect implementation margin by improving estimation, delivery control, scope discipline and change-control management
Reduce leakage from rework, unclear scope, unmanaged dependencies and inefficient delivery practices
Improve capacity utilization and resource planning across the implementation portfolio
Ensure delivery reporting highlights revenue at risk, billing milestone risk, unpaid scope, margin pressure and cus-tomer confidence risk
Ensure project delivery supports long-term customer value and does not rely on unsustainable over-servicing
Support realistic delivery commitments during Sales, Discovery and contracting
Delivery operational excellence and continuous improvement
Improve the scalability and maturity of the delivery function through practical, sequenced operating improve-ments
Move the delivery function from reactive heroics towards repeatable operational discipline
Identify and implement process improvements that increase delivery throughput, reduce time-to-value and lower delivery risk
Develop a clear delivery roadmap using a practical Step / Hop / Leap approach: immediate control, stronger oper-ating discipline and scalable delivery model
Monitor and report on key delivery metrics, including delivery confidence, milestone adherence, sprint throughput, blocker ageing, time tracking compliance, defect rates, revenue at risk, implementation margin and client satisfac-tion
Work with Finance, Data and operational teams to improve delivery dashboards and reduce manual reporting bur-den over time
Strengthen governance disciplines without creating unnecessary bureaucracy
Improve resource allocation discipline across delivery teams and delivery-critical dependencies
Reduce delivery inefficiency, rework and avoidable escalation
Ensure delivery practices remain compliant with relevant contractual and regulatory obligations
Technical Delivery Literacy and Core Dev Interface
Work closely with the Delivery Core Dev leadership to ensure delivery-critical technical work is clearly understood, prioritised, tracked and escalated where required
Maintain sufficient technical literacy to engage credibly with Core Development, Architecture, Product and QA teams on delivery dependencies, blockers, estimates and delivery risk
Understand the operational impact of technical dependencies on customer milestones, implementation plans, commercial commitments and client confidence
Ensure Core Dev dependencies are visible within delivery governance, portfolio reporting and executive dash-boards
Work with the Core Dev delivery team to ensure sprint commitments, delivery risks and technical blockers are com-municated clearly to PMO and delivery stakeholders
Support effective prioritisation between implementation commitments, BAU, roadmap, defects, upgrades and ur-gent customer needs where these affect delivery execution
Escalate structural blockers, capacity conflicts and technical delivery trade-offs to the COO with clear options and recommendations
The CDO is not expected to make technical architecture decisions but must be able to create delivery discipline around technical work so that PMO, Core Dev, Product and Architecture are operating from a shared view of prior-ity, risk, capacity and commitment

PRIORITY FOCUS FOR THE FIRST 6 MONTHS

The initial priority for the CDO will be to stabilize and professionalize the delivery operating rhythm, including:
Resetting PMO governance so project reviews are focused, consistent and action-oriented
Establishing clear ExCo exception reporting across delivery health, client risk, commercial risk and support needed
Improving delivery dependency visibility across Product, Architecture, Core Dev, BAU and Finance
Strengthening PM capability, ownership and concise stakeholder communication
Improving handoffs from Sales to Discovery, Discovery to Delivery, and Delivery to BAU
Creating clearer delivery controls around scope, change, milestones, client responsibilities and billing risk
Supporting recovery and active control of priority projects where required
Reducing single points of failure and improving resilience across the delivery team
Building a practical delivery roadmap to support scale without creating a large transformation program

Additional Requirements

PARAMETERS OF THE POSITION

This is a full-time, permanent role
Flexibility to work extended hours and across time zones is required
Regular national and international travel to client sites and the company offices will be required
The CDO will be expected to participate in senior leadership forums and committees

Job Nature

Full Time, Hybrid work model

Educational Requirements

A relevant tertiary qualification in Business Management, Information Technology or a similar field
Significant senior leadership experience in enterprise software delivery, SaaS implementation, platform delivery or technology-enabled operations
Demonstrated track record of successfully delivering complex, multi-stakeholder software implementation pro-grams in an insurance or financial services context
Deep understanding of the insurance value chain, including policy administration, claims management, MGA struc-tures and relevant regulatory frameworks across EMEA and other international markets
Previous experience with London Market or Specialty Insurance is desirable
Proven experience leading and scaling delivery teams in a fast-growth technology environment
Strong proficiency in agile and hybrid delivery methodologies
Experience building or professionalizing a PMO or delivery management function

Experience Requirements

Job Location

Rosebank, Stellenbosch

Salary

Medical aid
Pension
Group Life
Group Trauma
Income protector
Funeral Policy
20 Annual Leave days
Performance bonus
Pay for studies with work back agreement
Hybrid working model (3 days a week from home and 2 days a week at the office)

Job Level

Senior Position

Interested candidates can send their resumes to [email protected] mentioning "Job Title" in the subject line.

Apply Now

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