Digital Transformation Advisory Lead

About SoftwareOne

SoftwareOne is seeking a Digital Transformation Advisory Lead to join its team in Riyadh. This full-time role involves guiding executive leaders in shaping, governing, and optimizing enterprise digital transformation portfolios. The position operates at the intersection of strategy, DTMO governance, and emerging technology advisory, focusing on informed investment decisions and accelerated transformation outcomes.

Role Overview

The Digital Transformation Advisory Lead will support organizations in building sustainable digital, data, AI, and automation capabilities that deliver long-term business value. This includes ensuring alignment with business strategy, managing portfolio governance, and overseeing the delivery of digital initiatives.

Key Responsibilities

• Establish and govern the enterprise digital portfolio, ensuring alignment with business strategy, transformation priorities, funding models, and benefits realization.
• Maintain portfolio governance, roadmaps, and PMO/DTMO standards, including intake management, prioritization, stage-gates, reporting, risk management, and dependency tracking.
• Oversee the delivery of Digital Factory initiatives, from MVPs and pilots to scaled solutions across the organization.
• Drive adoption of Agile, hybrid, and product-based delivery practices while monitoring delivery performance, managing dependencies, and acting as an escalation point for risks, blockers, and capacity constraints.
• Partner with executives, transformation leaders, and business stakeholders to drive alignment, governance, and enterprise decision-making.
• Lead steering committees and portfolio reviews, providing executive dashboards and insights on progress, value realization, risks, corrective actions, and accountability.
• Enable enterprise transformation initiatives across cloud modernization, AI, automation, data platforms, and core business systems.
• Foster cross-functional collaboration while driving transformation best practices, knowledge sharing, lessons learned, and continuous improvement.
• Advise on Agile, hybrid, and product-based delivery approaches at portfolio and enterprise scale, supporting successful transformation outcomes.
• Assess delivery maturity, capacity, velocity, and dependency management, recommending corrective actions to improve portfolio and program performance.

Required Qualifications and Experience

• Extensive experience in portfolio and program management, ideally within PMO, DTMO, Digital Factory, or other large-scale transformation environments.
• Proven success governing digital transformation portfolios across multiple initiatives, stakeholders, and business functions.
• Strong understanding of Agile, Scrum, hybrid, and product-based delivery models, with the ability to apply them at scale.
• Demonstrated ability to engage and influence executive stakeholders, providing decision support and guiding strategic transformation initiatives.
• Hands-on experience with portfolio and delivery management tools such as Jira, Azure DevOps, MS Project, ClickUp, Trello, or similar platforms.
• Solid background in RFP management, vendor evaluation, partner governance, and managing third-party relationships.
• Exposure to digital, data, AI, automation, and cloud transformation initiatives, as well as enterprise solutions spanning web, mobile, integration, and collaboration platforms.

Work Environment

This is a full-time position based in Riyadh, focusing on strategic advisory and governance within a dynamic digital transformation landscape.