Lead/Principal Modernisation Strategist

Thoughtworks

What happens when you have fascinating clients with challenging problems on the one hand and passionate software developers looking to build future-focused solutions on the other? This in-between is where Business Analysts reside, acting as a bridge between the client and team. You will establish the outcomes software must achieve, assess how it will be used, and then generate bold ideas with our developers to create custom applications. You will work with clients across a variety of sectors and ensure the business-critical software solutions we develop deliver real business value every time. Due to the project requirement, candidates must be Singaporean citizens or already hold Singaporean Permanent Residency (PR) at the time of application. JOB RESPONSIBILITIES * You will work with product and technology leads to conduct Business Capability Mapping, run Event Storming sessions to model the business domain, derive modernisation strategy for critical legacy modernisation engagements. * Understand a client's business problems in order to build, maintain, and evolve product roadmaps to generate impactful solutions. * Assure effective collaboration between Thoughtworks' and the client's teams, encouraging open communication and advocating for shared outcomes. * You will assess the as-is situation and collaborate with clients to create artifacts (personas, epics, stories, etc.) to maximize value. * You will facilitate analysis workshops through agile methodologies with senior client stakeholders to outline business vision, objective, product roadmap and a project release plan. * You will help companies from a variety of industries achieve true, differentiating outcomes and engage with and influence senior business stakeholders on the client side. * You will liaise between the client and your team, consisting of SMEs, C-suite executives, developers, quality analysts, tech architects, user experience designers, project managers, etc to manage the product backlog and keep an eye on software delivery. * You will work in agile teams that facilitate organizational transformations for medium- and large-scale businesses. * You will be involved in the Business Analysis community of practice to share knowledge, mentor and evangelize Agile, Lean, and Continuous Development analysis best practices. JOB QUALIFICATIONS TECHNICAL SKILLS * You are well versed in approaches to extract business domain modelling and capability map to arrive at a tobe architecture (e.g. event storming, business capability mapping). * You have a track record of delivering impactful software, ideally on a collaborative software delivery team. * You have attention to detail, a practical approach to the day-to-day work of story-writing and delivery and can draw a line directly from an overarching client strategy to your team's outcomes. * You enjoy unearthing the root cause(s) of a client's pain points, validating a business opportunity or problem and partnering to deliver a solution. * You are well versed with Agile, Lean and Continuous Delivery methodologies and love to mentor others. * You understand how businesses operate and have experience modeling business processes using a variety of tools and techniques to facilitate requirement elicitation sessions. * You design and facilitate workshops with business stakeholders to outline the business vision, objective, product roadmap and a project release plan. * You are well-versed with tech trends and can relate them to real-world business challenges at a program or project level. PROFESSIONAL SKILLS * You enjoy coaching, have led a team and are an advocate for sharing knowledge with others. * You have a knack for prioritization, obtaining buy-in from stakeholders and resolving conflicts as they arise. * You're resilient and flexible in ambiguous situations and enjoy solving problems from technical and business perspectives. 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-Remote See here our AI policy.

Thoughtworks

Most modernization efforts fail because they focus solely on the technology. In the Enterprise Modernisation, Platform and Cloud Service Line, we do things differently. We solve some of the hardest modernization challenges organizations face—from legacy and mainframe transformation to cloud native development, platform engineering, and developer experience. We don’t just upgrade technology; we evolve architectures, processes, and engineering cultures to help organizations become evergreen and ready for inevitable change. We combine strategic advisory thinking with deep delivery expertise to transform large, complex, and business-critical technology estates (including monoliths, mainframes, and fragmented cloud environments) into scalable, continuous-improvement landscapes. We help clients move away from fragile, hard-to-change systems. By prioritizing measurable business value and delivering in shorter cycles than our competitors, we ensure our clients can adopt the state-of-the-art quickly, improve how their teams build and run software, and drive long-term, sustained value. As a Lead Developer, you will act as the primary point of contact for our clients, ensuring that teams are successful in their delivery. In this role, you will bring a strategic mindset to projects and spend time collaborating and negotiating with clients to bring a technical vision to life. Having a balance of high-level and tactical mindsets is a must, as you will spend time both with clients and your teammates. At Thoughtworks, we believe in going above and beyond the standard and are committed to delivering best-in-class solutions that exceed our clients' expectations. Our standard engineering and delivery practices reflect our commitment to quality, and our team is always looking to innovate and improve. As a leader, you will guide and coach your teams in their implementation and application. JOB RESPONSIBILITIES * You will champion and adopt best practices like writing clean and reusable code using TDD, pair programming and design patterns * Champion strategic AI-first software delivery (AIFSD): You will lead in the strategic integration of AI technologies across the software development life cycle, ensuring its use is deliberate and purposeful, to maximize quality, efficiency and innovative client solutions. * You will use and advocate for continuous delivery practices to deliver high-quality software as well as value to end customers as early as possible * You will assess legacy systems holistically (architecture, codebase health, delivery constraints, operational risk, data dependencies and team topology) and identify pragmatic modernisation paths aligned to business outcomes. * You will connect technical modernisation decisions to measurable business outcomes, helping clients prioritise the work that creates the most value earliest. * You will help clients reduce legacy risk by improving testability, deployment safety, observability and recovery practices before and during migration. * You will apply the latest technology thinking from our Technology Radar to solve client problems * You will apply a variety of languages and tools to your work and continue to code alongside Developers; you will not be post-technical in this role * You will efficiently utilize and champion DevSecOps tools and practices to build and deploy software, advocating devops culture and shifting security left in development * You will cultivate Thoughtworker growth and development by encouraging feedback and fostering an inclusive, supportive team culture JOB QUALIFICATIONS TECHNICAL SKILLS * You are well-versed in two or more languages (Java, Kotlin, JavaScript, TypeScript, Ruby, C#, etc.) and are comfortable with the latest Object-Oriented technology. * Understanding of modernisation patterns and the judgment to apply them pragmatically in complex legacy environments. * Ability to evaluate when to refactor, replatform, re-architect or replace, and to explain those trade-offs clearly to both technical and business stakeholders. * You have led software development teams using Agile, Lean and/or Continuous. * You have actively explored and advocated for emerging AI technologies, possessing a strong understanding of their benefits and applying thoughtful reflection to their strategic adoption within technical and project solutions. * Bonus points if you have knowledge of cloud technology such as AWS, Docker or Kubernetes * You enjoy continuously learning and improving, whether it is through functional programming paradigms, event driven architecture, platform engineering or others PROFESSIONAL SKILLS * You have experience influencing others and always advocate for technical excellence while being open to change when needed * You bridge product and technology by helping to translate business needs to software requirements * You have the ability to develop and execute a technical vision with a focus on business value * You will act as a mentor for less experienced peers through both your technical knowledge and ability to inspire a team to deliver extraordinary impact together * You’re resilient in ambiguous situations and can approach challenges from multiple perspectives 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. ONSITE WORK EXPECTATION You may be expected to work out of our Thoughtworks office or at our client's office location for all five working days of the week, depending on business or clients’ needs. ABOUT THOUGHTWORKS Thoughtworks is a global technology consultancy that integrates strategy, design and engineering to drive digital innovation. For 30+ years, our clients have trusted our autonomous teams to build solutions that look past the obvious. Here, computer science grads come together with seasoned technologists, self-taught developers, midlife career changers and more to learn from and challenge each other. Career journeys flourish with the strength of our cultivation culture, which has won numerous awards around the world. Join Thoughtworks and thrive. Together, our extra curiosity, innovation, passion and dedication overcomes ordinary. See here our AI policy.

Pinterest

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here. As a principal engineer on the Online Systems team, you’ll join a team that powers Pinterest’s most business-critical online systems at massive scale, driving the reliability, efficiency, and evolution behind every core Pinner and Advertiser experience. You'll lead major efforts like multi-region deployment and Kubernetes migration, set the standard for operational excellence, and define the long-term vision for our online serving infrastructure, supporting machine learning and product innovation across the company. This is an opportunity for high-impact technical leadership, broad visibility, and cross-functional influence at the heart of Pinterest’s platform. What you’ll do:  * Improve reliability, scalability and infra efficiency for Pinterest’s critical online systems across storage and caching, online service and realtime analytics systems to support continued business growth. * Lead cross-functional strategic initiatives to modernize Pinterest’s online serving stack through multi-region deployment, Kubernetes migration, and the adoption of cutting-edge technologies and industry best practices. * Quality champion for online systems and the broad engineering organization, holding a high bar on execution quality and operational excellence. * Drive the online systems vision and strategy for the next 3 years and beyond, and translate that strategy into cross-functional roadmaps with measurable outcomes. * Foster a diverse and inclusive engineering culture that makes all feel welcome, and invest in mentorship, critical thinking, and candid feedback to strengthen individual and organizational growth. What we’re looking for: * 12+ years of software engineering experience with deep expertise in distributed systems, especially online serving, storage, and caching systems: hands-on experience building and operating highly available, reliable, production-grade systems at large scale; strong technical judgment in reliability, scalability, performance, and infrastructure efficiency; proficiency in at least one of C++, Java, or Python. * Proven track record driving large-scale technical impact: experience leading reliability and scalability improvements, cost efficiency initiatives, and modernization efforts across critical production systems; able to define technical strategy, influence architecture decisions, and drive execution through cross-functional collaboration, strong communication, and operational excellence. * Strong ownership, quality mindset, and thoughtful use of AI: demonstrates high standards for engineering quality, integrity, and accountability for final outcomes; able to use AI to accelerate analysis, debugging, design exploration, or operational workflows while applying critical thinking, validating correctness, and maintaining sound technical judgment rather than outsourcing ownership to tools. * Exceptional collaboration skills with cross-functional partners, with the ability to navigate ambiguity, make tradeoffs, and keep stakeholders aligned on priorities and progress. * Bachelor’s degree in Computer Science, a related technical field, or equivalent experience. Relocation Statement:  * This position is not eligible for relocation assistance. Visit our PinFlex page to learn more about our working model.   In-Office Requirement Statement:  * We recognize that the ideal environment for work is situational and may differ across departments. What this looks like day-to-day can vary based on the needs of each organization or role. * This role will need to be in the office for in-person collaboration 1-2 times per quarter and therefore needs to be in a commutable distance from one of the following offices: PA or SF offices. #LI-HYBRID #LI-CL5 At Pinterest we believe the workplace should be equitable, inclusive, and inspiring for every employee. In an effort to provide greater transparency, we are sharing the base salary range for this position. The position is also eligible for equity. Final salary is based on a number of factors including location, travel, relevant prior experience, or particular skills and expertise. Information regarding the culture at Pinterest and benefits available for this position can be found here. US based applicants only $285,452—$499,541 USD Our Commitment to Inclusion: Pinterest is an equal opportunity employer and makes employment decisions on the basis of merit. We want to have the best qualified people in every job. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, religion or religious creed, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, age, marital status, status as a protected veteran, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member) or any other consideration made unlawful by applicable federal, state or local laws. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. If you require a medical or religious accommodation during the job application process, please complete this form for support.   By submitting this application, I certify that all information submitted in my application and throughout the hiring process is true, accurate, and complete to the best of my knowledge. I understand that any false statement, omission, or misrepresentation may disqualify me from employment consideration or result in termination if discovered after hire.