Principal Consultant - PMO Transformation Lead

Company Overview

Milestone Technologies is a global IT managed services firm that partners with organizations to scale their technology, infrastructure and services to drive specific business outcomes such as digital transformation, innovation, and operational agility. Milestone is focused on building an employee-first, performance-based culture and for over 25 years, we have a demonstrated history of supporting category-defining enterprise clients that are growing ahead of the market. The company specializes in providing solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow. Milestone culture is built to provide a collaborative, inclusive environment that supports employees and empowers them to reach their full potential.

Our seasoned professionals deliver services based on Milestone’s best practices and service delivery framework. By leveraging our vast knowledge base to execute initiatives, we deliver both short-term and long-term value to our clients and apply continuous service improvement to deliver transformational benefits to IT. With Intelligent Automation, Milestone helps businesses further accelerate their IT transformation. The result is a sharper focus on business objectives and a dramatic improvement in employee productivity. Through our key technology partnerships and our people-first approach, Milestone continues to deliver industry-leading innovation to our clients. With more than 3,000 employees serving over 200 companies worldwide, we are following our mission of revolutionizing the way IT is deployed.

Job Overview

What You’ll Lead

• Months 1-6: Design Through Active Validation

• Conduct stakeholder alignment across Finance, Supply, HR, Technology functions spanning 6 countries
• Design operating model, service catalogue, and governance frameworks based on stakeholder input
• Launch POCs testing Version 1.0 methodologies with willing participants
• Refine approaches based on real project evidence, not theoretical discussions
• Build champion network through demonstrated results and peer advocacy

• Roll out proven methodologies across organization with comprehensive training
• Transition accountability to Senior PMO Director who shadowed the design work
• Ensure knowledge transfer through coaching and progressive responsibility handover
• Establish sustainable operations with quarterly advisory support model
• Launch enablement with technology

Your Key Challenges

• Complex Stakeholder Dynamics: Building consensus across multiple functional areas that historically operated in siloes to enable 500+ PMs with varying skills, entrenched practices, and competing priorities. You’ll need diplomatic skills to create coalitions through demonstrated value, not executive mandate.
• Technology Strategy Decisions: Guiding enterprise PMO platform optimization while preparing for future platform migration. Our technical specialists handle implementation; you ensure business logic transfers across platforms seamlessly.
• AI and Automation Opportunity Identification: The client has comprehensive AI governance and existing enterprise AI investment. You’ll identify where AI adds genuine value and work with our Data & AI team to implement.
• Enable Vendor Strategy: Supporting the client’s goal to internalize some of contractor spend through strategy and execution.

What We Need

• Transformation Track Record:

• 15+ years building PMO capabilities in global matrix organizations
• Proven success moving organizations from informal practices to professional service delivery
• Experience in pharmaceutical, FMCG, consumer goods, or other highly regulated industries preferred
• Track record of sustainable capability building, not consultant dependency

• Exceptional at building relationships and managing political complexity
• Comfortable working with C-suite while maintaining hands-on delivery accountability
• Ability to convert resistance through results and diplomatic influence
• Experience leading pilots and 'test and learn' approaches before scaling

• Understanding of shared services/GBS models with service catalogues and pricing
• Ability to identify where AI/automation creates genuine value vs. hype
• Experience connecting PMO capabilities to quantified business outcomes
• Comfort working alongside technical specialists while focusing on business strategy

What You Don’t Need To Be

• Technical Implementation Expert: We have ServiceNow specialists, Data & AI engineers, and integration architects. You guide strategy and identify opportunities; they handle technical execution.
• AI/ML Specialist: You need business judgment about where AI adds value, insights and ensure governance compliance. Our technical team builds the actual capabilities.

Compensation

Estimated Pay Range: Exact compensation and offers of employment are dependent on circumstances of each case and will be determined based on job-related knowledge, skills, experience, licenses or certifications, and location.

Our Commitment to Diversity & Inclusion

At Milestone we strive to create a workplace that reflects the communities we serve and work with, where we all feel empowered to bring our full, authentic selves to work. We know creating a diverse and inclusive culture that champions equity and belonging is not only the right thing to do for our employees but is also critical to our continued success.

Milestone Technologies provides equal employment opportunity for all applicants and employees. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of race, color, religion, gender, gender identity, marital status, age, disability, veteran status, sexual orientation, national origin, or any other category protected by applicable federal and state law, or local ordinance. Milestone also makes reasonable accommodations for disabled applicants and employees.

We welcome the unique background, culture, experiences, knowledge, innovation, self-expression and perspectives you can bring to our global community. Our recruitment team is looking forward to meeting you.