Agenda

1. Framing: Quick Wins vs. Strategic Bets (30 min)

• Define “quick wins” (short-term, low-effort, immediate-value initiatives) and “strategic bets” (long-term, high-impact initiatives).
• Discuss why balancing both is key in digital transformation.
• Identify common delivery challenges in prioritisation.

2. Evaluation Capabilities(45 min)

• Explore core assessment capabilities such as data analytics, CX (customer experience) insights, and delivery performance metrics.
• Discuss data quality, integration, and accessibility challenges.

3. Evaluation Frameworks(1 h)

• Use evaluation frameworks (Effort vs. Impact Matrix, ROI Horizons, Strategic Alignment Mapping).
• Apply structured models to compare initiative value, feasibility, and alignment.
• Define ROI (Return on Investment) horizons – short-, medium-, and long-term payoff categories.
• Conduct Strategic Alignment Mapping to link initiatives with business objectives and measurable indicators (KPI, Key Performance Indicators).

4. Hands-on exercise: classify initiatives and debate tradeoffs(45 min)

• Guided exercise using frameworks learned.
• Case Study: Classify 6– 8 sample initiatives into quick wins and strategic bets.
• Group debate on trade-offs between speed, risk, and resource allocation.
• Capture key lessons about portfolio balance.

5. Communicating Prioritization Decisions(30 min)

• Present prioritisation outcomes effectively to stakeholders.
• Address typical objections and defend prioritisation rationale.

6. Apply AI tools as speed accelerators in decision-making(1 h & 15 min)

• Explain how AI enhances speed, consistency, and insight in evaluating initiatives.
• Demonstrate how AI tools assist with prioritisation and decision support. .
• Introduce common AI use cases such as:
  • Customer feedback analysis and theme extraction.
  • Portfolio review and rebalancing.
  • Stakeholder communication drafting.
• Provide sample AI prompts for continued practice.

7. Hands-on exercise: classify initiatives and debate trade-offs (30 min)

• Practice applying AI tools to real or sample product data.
• Conduct practical AI exercises such as:
  • Customer feedback summarisation and classification into quick wins vs. strategic bets.
  • Stakeholder role-play simulations (e.g., CFO or customer perspectives).
  • Portfolio balance check to assess initiative mix and recommend rebalancing.
• Compare AI-generated material and insights with team reasoning.

8. Avoid over-indexing on one side(30 min)

• Recognise portfolio imbalance risks (too tactical vs. too visionary).
• Discuss signals of imbalance and how to correct them.

9. Wrap-Up and Discussion(15 min)

• Recap of key learning points.
• Q&A and participant reflections.

Services

Our services include:

• Handouts, including the hard copy presentation, examples, case studies, exercises, and additional notes if applicable.
• Stationery, such as pads, pens, and files.
• Drinks (coffee, tea, etc.) and a buffet lunch.
• A fully equipped training room with WiFi access.
• Certificate of completion.

Trainers

George Constantinou
Senior Manager, Technology Consulting, KPMG in Cyprus

George is a Senior Manager in Technology Consulting at KPMG in Cyprus, bringing extensive experience in project management, technical delivery leadership, quality assurance, and largescale testing across EMEA, APAC, and NALA. With a strong foundation in DevOps, agile transformation, and software delivery excellence, he specialises in designing testing strategies, implementing automation frameworks, and ensuring that complex technology programmes deliver highquality outcomes efficiently and reliably.

He has led major initiatives across the pharmaceutical, energy, financial services, insurance, telecom, and public sector, managing crossfunctional teams and coordinating with global stakeholders to drive successful implementations. His work spans S/4HANA programmes, digital transformation strategies, CI/CD pipeline design, cloud migration, managed services, and enterprisewide rollout management.

George’s focus is on elevating delivery quality, reducing inefficiencies, and embedding automation and “shiftleft” practices to optimise the SDLC. Through his leadership, he enables organisations to modernise their delivery models, strengthen operational resilience, and achieve measurable improvements in speed, consistency, and customer value.

Rasha Abou Shakra
Manager, Technology Consulting, KPMG in Cyprus

Rasha is a Manager in Technology Consulting at KPMG in Cyprus, holding an MSc in Computer and Communication Engineering and bringing over 10 years of experience in technology consulting, digital transformation, product ownership, and application delivery. With a strong foundation in agile practices and technical leadership, she balances strategy with execution, leading end-to-end transformation initiatives from assessment and roadmap definition to delivery and go-live.

She has extensive experience across the energy, financial services, insurance, telecom, and payments sectors, bridging business and technology to deliver scalable, user-centric solutions.

Rasha currently leads the local adoption of Microsoft Copilot as the appointed Cyprus Lead and contributes to KPMG’s global Copilot Champion network, driving AI-enabled productivity and transformation. Her work focuses on aligning business strategy with technology execution to create measurable impact, improve operational efficiency, and enable sustainable change.