Digital Transformation Team LeadResponsibilities- Digital Strategy Execution: Lead the execution of the organization's digital strategy, ensuring alignment with overall business goals and global objectives.
- Project Leadership: Oversee multiple digital transformation initiatives simultaneously, 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 called "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 proactively escalates challenges.
Work closely with engineering, UX, QA, Marketing, and product teams to ensure seamless execution.
- Optimize Customer Journey: Reimagine the OutSystems customer journey through an AI-first lens, driving the creation of digital products that elegantly, consistently, and intelligently support that journey.
Harness GenAI and agentic AI to personalize, automate, and streamline both customer-facing platforms and internal systems.
- Data-Driven Decision-Making: Leverage advanced data analytics and business intelligence to make informed decisions, identify opportunities for optimization, and enhance processes and web experiences.
Foster a data-driven culture within the organization.
Ensure solutions are delivered to enhance the user experience and deliver measurable business value.
- Operational Execution & Prioritization: Drive operational execution, ensuring digital initiatives are delivered on time, within scope, and with measurable impact.
Establish clear prioritization frameworks that ensure the most critical work gets addressed first.
- Stakeholder Engagement: Collaborate with key stakeholders at all levels, including senior management, to gain buy-in and support for digital transformation initiatives.
Communicate progress and outcomes transparently.
- Change Management: Develop and implement strategies to ensure the smooth adoption of digital solutions.
Address resistance and facilitate a cultural shift toward digital readiness.
Act as an AI evangelist, helping teams build literacy, confidence, and responsible use of GenAI and agentic AI.
- Team Management: Build and lead cross-functional delivery teams, fostering a culture of innovation, collaboration, and high performance.
Provide coaching and professional development opportunities.
- Risk Management: Identify and mitigate risks associated with digital transformation initiatives, including technology, legal and compliance, and operational disruptions.
- Quality Assurance: Ensure the quality of digital deliverables by defining and monitoring project quality standards and conducting regular reviews.
- Innovation and Technology Evaluation: Continuously evaluate emerging technologies and trends, assess their relevance to the organization, and recommend adoption strategies.Requirements- Bachelor's degree in a relevant field (e.G., Computer Science, Business, Engineering, or related discipline); a master's degree or certifications in product management, digital transformation, or AI are preferred.
- Minimum of 7 years of experience leading complex digital transformation projects at a global scale, with demonstrated impact on business outcomes.
- Proven experience applying AI-driven automation, including GenAI and agentic AI, to reimagine and streamline business processes.
- Strong analytical and critical thinking skills—able to interpret complex information, challenge assumptions, and make sound, data-informed decisions.
- Deep understanding of digital technologies, SaaS platforms, and emerging trends.
- Track record of formal leadership, including mentoring, coaching, and building high-performing, cross-functional teams.
- Excellent product management capabilities—able to define and prioritize solutions, oversee implementation, and drive measurable value.
- Outstanding communication, stakeholder engagement, and negotiation skills across technical and non-technical audiences.
- Proficiency in change management principles and methodologies.
- Relevant certifications in product management, agile delivery, or digital transformation (e.G., PMP, Prince2, CDTMP, SAFe, or AI-related certifications) are a plus.
- Good communication skills and ability to obtain results from other teams.
- Autonomous and problem solver.What you can expect from us- Long-term projects with national and international context.
- Opportunities to grow technically and professionally.
- A people-first culture, focused on transparency and trust.
- Teams that value ownership, collaboration and stability.At Decskill, we are committed to equal opportunities and non-discrimination.
We promote a culture of diversity and inclusion, where recruitment and career progression are based solely on talent, regardless of age, gender, ethnicity, race, nationality, or any other form of discrimination incompatible with human dignity.
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