Skip to content

Open nowPosted 65 days ago

Engagement Lead

Thoughtworks43 open roles

Where
Singapore, Singapore
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowEngagement LeadThoughtworks · Singapore, Singapore
  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Thoughtworks's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

11.8% of postings close within 7 days. Measured by our own scanner across the market. Thoughtworks postings stay open a median of 25 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.4%3 days
  3. 11.8%7 days
  4. 18.6%14 days
  5. 35.6%30 days
  6. 45.1%60 days
This job: posted 65 days ago

Thoughtworks median: 25 days open

The posting

The Engagement Lead is the primary delivery, solution, and strategic leader for AI-native advisory engagements. Operating as a trusted advisor to C-suite executives (CTO, CIO, CDO), you lead building high-level technology strategies that define execution clarity and deliver measurable business outcomes. You sit at the absolute center of client engagements - connecting strategic intent with execution reality, structuring and leading strategy delivery, orchestrating human alongside sophisticated AI agents, and mitigating enterprise risks. Beyond engagement delivery, you drive account expansion, shape reusable delivery models, and establish benchmarks for AI-native execution across the consultancy.

Job responsibilities

  • You own the Delivery of Outcomes (Not Just Plans). You translate client goals into clear workstreams, milestones, and outputs. You ensure delivery leads to measurable business impact, not just recommendations and drive the “last mile” from idea → implementation → outcome.
  • You structure and lead the Engagement by breaking down complex problems into clear, actionable components, defining how work gets done across: Team members, AI agents & Client stakeholders, and maintain momentum, clarity, and focus across the engagement.
  • You orchestrate AI-Native Delivery by designing how AI is used across the engagement: Analysis, Scenario modeling, Code and workflow generation, Documentation. You delegate work effectively to AI while maintaining quality and judgment and you ensure outputs are accurate, relevant, and decision-ready.
  • You ensure Quality and Coherence by reviewing outputs across the engagement for: Logical consistency, Business relevance & Technical feasibility. You connect the dots across workstreams—ensuring a coherent narrative and solution.
  • You interface with Client Delivery Leadership as the primary counterpart to: CTO / CIO, Program leads & Product and engineering leaders. You translate advisory recommendations into practical execution paths and navigate constraints and tradeoffs in real time.
  • You manage Risk and Execution Reality by identifying delivery risks early (technical, organizational, or commercial), adjust approach proactively to maintain progress and ensure recommendations are grounded in what can actually be delivered.
  • You build Reusable Delivery Patterns by capturing and refining of repeatable approaches, workflows, and assets. You contribute to a growing library of: Engagement models, AI workflows and Decision frameworks.
  • You run your engagements with clarity, pace, and discipline. Your work consistently translates into decisions and outcomes, your clients trust you to bridge strategy and execution. AI is used effectively to increase speed and quality and your approaches become repeatable patterns used by others.

Job qualifications

Technical Skills

  • You have a long track record of working in consulting, product, or technology delivery roles.
  • Structured Problem Solving - you can break down ambiguity into clear, actionable work and you think in hypotheses, tradeoffs, and outcomes.
  • Delivery Leadership - You drive execution with focus and accountability and balances pace with quality.
  • System Thinking (Not Just Architecture) - you understand how business processes, technology, and data fit together and you can reason about end-to-end flows and dependencies.
  • AI-Native Execution - you are comfortable using AI to: Accelerate analysis, Generate outputs, Improve delivery efficiency and you know when to trust AI—and when not to.

Professional Skills

  • You have experience as Engagement Manager / Project Leader, or Product / engineering leader who has led complex initiatives end-to-end.
  • You have proven ability to lead multi-disciplinary teams in ambiguous environments.
  • Stakeholder Navigation - you work effectively across business and technology stakeholders and you communicate clearly and concisely.

Other things to know

Learning & Development

There is no one-size-fits-all career path at Thoughtworks: however you want to develop your career is entirely up to you. But we also balance autonomy with the strength of our cultivation culture. This means your career is supported by interactive tools, numerous development programs and teammates who want to help you grow. We see value in helping each other be our best and that extends to empowering our employees in their career journeys.

Responsible Use of AI in Recruitment

At Thoughtworks, we use AI tools to support our recruitment team with administrative tasks such as drafting communications, scheduling interviews and writing job descriptions.

Crucially, our AI tools do not screen, assess, rank or make hiring decisions. Every application is reviewed by our team and all selection decisions are made exclusively by our interviewers and hiring managers.

We are committed to fairness and responsible AI. We actively manage our AI systems by testing, monitoring for biased outcomes and implementing mitigation measures. We hold our third-party vendors to these same high standards through a rigorous governance process. For additional information, please see our full Thoughtworks AI Policy for Recruitment.

About Thoughtworks

Thoughtworks is a dynamic and inclusive community of bright and supportive colleagues who are revolutionizing tech. As a leading technology consultancy, we’re pushing boundaries through our purposeful and impactful work. For 30+ years, we’ve delivered extraordinary impact together with our clients by helping them solve complex business problems with technology as the differentiator. Bring your brilliant expertise and commitment for continuous learning to Thoughtworks. Together, let’s be extraordinary.

#LI-Onsite

See here our AI policy.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Thoughtworks's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.
  3. We apply on Thoughtworks's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.
  4. Every reply, sorted

    Thoughtworks's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.
  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.