AI Strategy & Advisory Lead (Financial Services / Insurance)

  • Role Type: Contract
  • 3-6 Month Discovery & Advisory Engagement

Overview

We are seeking a highly experienced and commercially minded AI Strategy & Advisory Lead to support a strategic AI discovery and transformation engagement.

This is a hands-on consulting role focused on assessing the organization’s current AI landscape, identifying high-value use cases, evaluating feasibility and ROI opportunities, and building a practical AI roadmap aligned to ongoing enterprise transformation initiatives.

The successful candidate will work closely with senior business and technology stakeholders, including C-suite leadership, to provide strategic insight, commercial clarity, and actionable recommendations around AI adoption, operationalization and long-term value creation.

Key Responsibilities & Requirements:

  • Lead a strategic discovery and advisory engagement focused on AI opportunities across the business.
  • Assess existing AI initiatives, current maturity, technology constraints, and organisational readiness.
  • Identify and prioritise AI and GenAI use cases based on business value, feasibility, ROI, and operational impact.
  • Develop a practical AI roadmap aligned with ongoing enterprise transformation and platform migration programmes.
  • Evaluate opportunities across: LLM and GenAI adoption
  • Agentic AI AI-enabled operational efficiencies
  • AI within technology and business functions
  • Build commercially credible ROI and value frameworks for AI investments.
  • Engage with business, transformation, PMO, and technology stakeholders to validate assumptions and strategic direction.
  • Present findings and recommendations to senior leadership and executive stakeholders.
  • Provide independent advisory guidance alongside existing consulting and vendor ecosystem engagements.

Required Experience & Skills

  • Hands-on and delivery-oriented mindset — able to independently conduct analysis and drive discovery activities.
  • Senior but hands-on consultant/advisor.
  • Strong strategic thinking combined with practical execution capability.
  • Comfortable engaging with C-level stakeholders and leading executive discussions.
  • Able to balance technology feasibility, operational constraints, and commercial outcomes.
  • Strong commercial acumen with the ability to quantify business value and ROI for AI investments.
  • Good understanding of: Generative AI / LLMs / Agentic AI / Enterprise AI adoption / Data and technology operating models
  • Experience navigating complex enterprise transformation or platform migration programmes.
  • Excellent executive communication and stakeholder management skills.
  • Ability to operate effectively within ambiguous and evolving environments.

Preferred Background

  • Insurance or Financial Services industry experience preferred.
  • Experience working with regional or global transformation programmes within regulated environments.

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