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Digital Transformation Lead
Full-time
There are NO limits to your career: come shape the future and be part of a truly unique global culture at OutSystems!
About This Role
We’re not just improving business processes — we’re reimagining them through the practical application of AI.
Reporting to the Director of Digital Transformation, the Team Lead, Digital Transformation & AI will lead a multidisciplinary team responsible for delivering AI-enabled digital products and transformation initiatives that improve customer and employee experiences.
In this role, you will apply an AI-first mindset, using Generative AI, agentic AI, automation, and data to redesign workflows, improve decision-making, and create measurable business value.
You will operate at the intersection of technology, product delivery, and business execution. You will translate strategic priorities into clear plans, guide the team through discovery and delivery, remove blockers, and ensure solutions are scalable, maintainable, and aligned with user needs.
This is a hands-on role for someone who believes AI is not simply a feature, but a new way of designing digital products, processes, and experiences.
What You Will Lead/Do Or Key Responsibilities
Digital Strategy Execution: Drive the execution of selected digital transformation priorities, translating the strategy defined by Digital Transformation leadership into clear initiatives, roadmaps, and measurable outcomes aligned with business goals and global objectives.
Project Leadership
Lead a portfolio of digital transformation initiatives within the Customer Adoption and Expansion domain, providing direction, guidance, and formal team leadership. Set clear goals and deliverables.
Oversee the delivery of high-impact digital solutions that drive customer success. Ensure consistency across projects by establishing a structured discovery and planning phase (often referred to as "Sprint 0") that focuses on clear problem definition, feasibility assessment, and stakeholder alignment before development begins.
Balance speed and quality, ensuring solutions are scalable and maintainable.
Remove blockers, manage risks, and escalate challenges proactively.
Work closely with engineering, UX, customer success, and product teams to ensure effective execution.
Optimize Customer Journey: Contribute to the evolution of the OutSystems customer journey by leading the design and delivery of selected AI-enabled digital experiences. Recognizing the complexity of B2B experiences, apply Generative AI and agentic AI to personalize, automate, and streamline customer-facing platforms and supporting internal systems. Understand that exceptional customer experiences depend on effective employee experiences, and identify opportunities to embed AI-driven efficiency and intelligence across selected customer and employee touchpoints.
Data-Driven Decision-Making: Leverage data analytics and business intelligence to make informed decisions, identify opportunities for optimization, and enhance business processes and digital experiences. Foster data-informed decision-making within the team and across the stakeholder groups supporting assigned initiatives.
Ensure solutions are delivered to enhance the user experience and deliver measurable business value. Work with cross-functional teams to translate business goals into technical execution. Track and report on key operational and business impact metrics.
Operational Execution & Prioritization
Drive operational execution, ensuring digital initiatives are delivered on time, within scope, and with measurable impact.
Apply clear prioritization frameworks across the assigned portfolio, ensuring the team addresses the most critical and highest-impact work first.
Promote a culture of focus, where teams concentrate on delivering a few high-impact outcomes rather than spreading efforts too thin.
Define and improve team and delivery processes to optimize efficiency and reduce unnecessary complexity.
Foster a high-performance environment that values clarity, discipline, and meaningful results.
Continuously evaluate and refine delivery strategies to improve speed, alignment, and business value.
Apply critical thinking to connect strategy with execution, solve complex problems, and anticipate downstream implications of decisions.
Stakeholder Engagement: Collaborate with stakeholders across business and technology, including senior management, to build alignment and support for assigned digital transformation initiatives. Effectively communicate progress and outcomes. Serve as a bridge between technical teams and business stakeholders. Ensure decisions are made transparently and with stakeholder input from day 0. Proactively manage cross-team dependencies and facilitate alignment on priorities, escalating unresolved trade-offs when required. Communicate fluently in English to ensure alignment across global teams and stakeholders.
Change Management: Develop and implement change and adoption plans for assigned digital solutions. Identify adoption barriers, address resistance, and support stakeholders as they adopt new tools, processes, and ways of working. Act as an AI advocate, helping teams build literacy, confidence, and responsible practices in the use of Generative AI and agentic AI.
Team Management: Lead and develop a multidisciplinary delivery team, working closely with cross-functional contributors across the organization. Set clear expectations, provide regular feedback, support performance management, and coach team members to increase their maturity and autonomy.
Risk Management: Identify and manage delivery, technology, adoption, and operational risks within assigned initiatives. Partner with the appropriate legal, security, privacy, and compliance teams, escalating material risks when required.
Financial Oversight: Track project budgets, delivery costs, and resource requirements. Recommend capacity and investment trade-offs and escalate material budget variances when required.
Quality Assurance: Ensure the quality of digital deliverables by defining and monitoring project quality standards and conducting regular reviews.
Vendor and Partner Management: Support the evaluation of technology vendors and service providers, providing input on business needs, technical fit, delivery capability, cost, and risk. Manage day-to-day relationships and delivery performance for vendors supporting assigned initiatives.
Innovation and Technology Evaluation:Evaluate emerging technologies and trends, assess their relevance to the assigned portfolio, and recommend opportunities for experimentation, adoption, or scaling. Evaluate emerging technologies and trends, assess their relevance to the assigned portfolio, and recommend opportunities for experimentation, adoption, or scaling.
Qualifications / What You Need To Succeed
AI-Driven Transformation: Hands-on experience applying Generative AI and agentic AI to improve business processes, decision-making, digital products, or user experiences, with evidence of measurable outcomes.
Automation Strategy: Proven ability to design and implement AI-powered automation, such as workflow orchestration and intelligent agents, to reduce manual effort and unlock operational efficiency.
Data & Customer Insight: Strong competency in using advanced analytics to ext
