Principal Strategist

HackerTrail; Singapore; On-site; SGD 260,000 - 380,000; Full time

Benefits offered by this job

Competitive compensation

Executive exposure to APAC AI programs

Job summary

HackerTrail in Singapore seeks a Principal Strategist to set the strategic direction for enterprise discovery and transformation across multi-market client engagements. The role requires shaping AI adoption patterns and measurable business value cases with cost optimisation and efficiency gains.

You will lead C-suite discussions, mentor senior strategists, and partner with leadership to craft agentic architectures and reusable AI-enabled patterns across industries in Asia Pacific.

Qualifications

• Experience leading complex, multi-market programmes.
• Experience advising executive stakeholders on enterprise transformation and AI strategy.
• Deep expertise in agentic AI systems, including RAG architectures and multi-agent orchestration.

Responsibilities

• Set the strategic direction for enterprise discovery and transformation across client engagements.
• Identify portfolio-level transformation opportunities and AI adoption patterns.
• Lead executive discussions and act as trusted advisor on AI transformation strategy.
• Mentor Strategists and contribute to capability-building of the Strategist track.

Skills

Enterprise transformation

AI strategy

C-suite stakeholder management

Executive communication

RAG architectures

Tools

AI tooling platforms

Workflow prototyping

Job description

About the role

Principal Strategist What You Will Do Set the strategic direction for enterprise discovery and transformation approaches across a portfolio of complex, multi -market client engagements. Identify portfolio-level transformation opportunities, systemic operational risks, and emerging AI adoption patterns across client industries. Own and evolve the methodology for measurable business value cases, including cost optimisation, productivity improvement, operational efficiency, risk reduction, and revenue impact metrics used across the practice. Partner with Architecture and Engineering leadership to shape enterprise-grade agentic architectures, operational models, and reusable AI-enabled business process patterns. Lead C-suite and board -level stakeholder discussions, acting as a trusted advisor on AI transformation strategy and enterprise outcomes. Mentor and develop Strategists and Senior Strategists, and contribute to the growth and capability-building of the Strategist track.

What you'll bring

What We Are Looking For Experience leading complex, multi-market programmes and advising executive stakeholders on enterprise transformation and AI strategy. Experience in management consulting, enterprise transformation, enterprise technology strategy, or senior leadership roles within BFSI or Telecommunications environments, with a track record of leading complex, multi-market programmes. Established experience advising C -suite and board -level stakeholders on enterprise transformation and AI strategy. Deep expertise in agentic AI systems, including RAG architectures, multi-agent orchestration, human-in-the-loop workflows, AI evaluation, and enterprise AI adoption at scale. Extensive hands-on experience using AI tools, workflow prototyping platforms, and AI-assisted delivery tooling, with the ability to set standards for their use across a practice. Strong commercial acumen, with experience owning account-level or portfolio-level value realization and growth outcomes. Exceptional executive communication, negotiation, and presentation capabilities, including experience representing an organisation externally.

Benefits and perks

What They Offer Highly competitive compensation aligned to market standards for senior practice leadership. Opportunities to shape and lead OBZ's most strategic AI transformation programmes across Asia Pacific. Deep exposure to advanced AI tooling, AWS partnership ecosystems, and cross-market executive relationships in a fast-moving and collaborative environment.