Thoughtworks Singapore is looking for a seasoned technologist to partner with and guide our client organisations through complex platform and portfolio modernisation, translating technical strategy into measurable business value.

In this high-impact role, you will be accountable for designing, selling, and leading the implementation of large-scale transformation and modernisation strategies, from initial vision through to successful execution.

Job responsibilities

You will define the optimal target architecture for large-scale software application modernisation, explicitly leading the analysis of complex trade-offs to align the design with non-functional requirements and business objectives.
You will partner with business and technology leaders to identify modernisation opportunities, shape transformation approaches, and align technology decisions with business goals.
You will be involved with pre-sales, lead generation, creating proposals, shaping engagements for clients and helping to educate both clients and colleagues about the value of our services and the commercial success they can deliver.
You will act as a trusted advisor to C-level executives, helping them navigate complex legacy landscapes, make informed technical trade-offs, and redefine what's possible in their industry.
You will contribute thought leadership through points of view, reusable patterns, accelerators, and modernisation practices that scale across regions.
You will support delivery teams by providing architectural direction, context, and decision frameworks that help them execute modernisation programs effectively.
You will mentor and develop consultants and technologists, nurturing the next generation of modernisation leaders at Thoughtworks.
You will stay current with emerging technologies and Thoughtworks global strategy, contributing insights that help us evolve our approach to modernisation.

Job qualifications

Technical skills

A strong architectural foundation with the ability to reason about legacy systems, distributed architectures, and modern engineering practices.
Experience driving large-scale application modernisation or migration programs in complex organisations (e.g., banking, insurance, telco, government, energy, logistics, or similarly scaled domains).
You have experience designing and leading modern, distributed architectures (e.g., containers, service mesh, event streaming).
Understanding of modern architectural approaches such as microservices, event-driven systems, API-first design, and cloud-native patterns.
Familiarity with distributed systems concepts such as consistency models, data streaming, synchronous vs asynchronous communication, and resilience patterns.
Knowledge of reliability, availability, and disaster recovery approaches across multi-AZ, multi-region, and multi-cloud environments.
Appreciation for security-by-design and performance considerations from the outset of solution design.
Ability to communicate technical positions effectively to skilled architects and senior engineering leaders.
Experience guiding teams through Agile, Lean, Continuous Delivery, DevOps, or SRE-aligned delivery models.

Specific technologies we often encounter include Kubernetes, Kafka, Istio, event streaming platforms, and modern cloud services. Experience with these is helpful but not required - what matters is your ability to evaluate, reason, and guide decisions around modern distributed systems.

Professional skills

Demonstrated experience working with senior business and technology stakeholders, including C-level executives
Ability to translate complex technical concepts into business value and commercial outcomes
Strong consultative, advisory, and influencing skills
Comfort navigating ambiguity, shaping vision, and bringing structure to large-scale transformation
A collaborative, inclusive, leadership style aligned with Thoughtworks values

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