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  • We are looking for a highly experienced and communicative Lead Agile IT Transformation Expert (Freelance) to support the Project and Portfolio Management leadership team of our customer in driving a company-wide agile transformation during an ongoig Carve-out. The role combines strategic responsibility, coaching, and organizational development to prepare the IT organization for its role as a true business co-creator.

    The ideal candidate brings deep expertise in agile IT transformation at scale, portfolio management, and IT organization development, combined with excellent leadership and stakeholder management skills.

    • Start: ASAP
    • Duration: 12–18 months
    • Location: Remote, with limited onsite workshops in Germany
    • Language: English (fluent), German, Romanian or Portuguese a plus
    • Contract Type: Freelance
    • Capacity: 80%+

    Tasks

    • Partner with customers IT leadership in designing and evolving the Target Operating Model for IT as a business co-creator
    • Support the development of portfolio management processes (strategic workshops, analysis, maturity assessments, etc.)
    • Prepare and facilitate quarterly organizational development meetings with IT management to define new processes, models, and roadmaps
    • Guide and mentor Department Agile Coaches, ensuring consistency and quality across departments
    • Provide strategic input on process and model development, approvals, and implementation approaches
    • Act as a communication and alignment bridge between management, department leadership, and agile coaches
    • Ensure sustainable adoption of agile practices, tools (Jira, Confluence), and mindset shifts across departments

    Requirements

    • 8+ years of experience in agile IT transformation projects
    • Strong background in IT portfolio management and organizational development
    • Proven ability to guide and mentor senior agile coaches and department leaders
    • Strong facilitation skills for management-level workshops and strategic alignment sessions
    • Excellent communication, empathy, and leadership skills
    • Experience with scaled agile frameworks (e.g., SAFe, LeSS, or similar) desirable
    • Independent, structured, and strategic working style

    Application form

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    Jobs at Sidekick Network GmbH & Co. KG

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