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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
We are seeking a highly organized and business-oriented Senior PMO Analyst to drive end-to-end program governance across the entire lifecycle from Sales Opportunities to Solutioning, Transition, and Delivery Execution. The role will act as a strategic bridge between Sales, Pre-Sales/Solutioning, Delivery, Finance, and Practice Leadership to ensure seamless execution, operational excellence, governance, and visibility across the portfolio.
The ideal candidate will have strong experience in managing opportunity pipelines, supporting deal governance, driving delivery readiness, tracking portfolio performance, and executing practice-level strategic initiatives in a consulting, managed services, professional services, or technology organization.
Key Responsibilities
Opportunity-to-Delivery Governance
Manage and govern the end-to-end lifecycle from opportunity identification through project/program delivery.
Partner with Sales, Account Managers, and Solution Architects to track opportunities, deal progression, and handoffs.
Establish governance frameworks to ensure smooth transitions from sales to delivery teams.
Monitor milestone adherence, risks, dependencies, and delivery readiness for won opportunities.
Facilitate internal reviews, deal qualification meetings, and project kickoff governance.
Strategic Portfolio & Program Management
Track and report portfolio health across multiple accounts, programs, and strategic initiatives.
Develop and maintain portfolio dashboards, executive reports, and governance metrics.
Ensure alignment of delivery plans with business objectives, customer commitments, and revenue goals.
Support resource planning, capacity forecasting, and utilization tracking across practices.
Stakeholder Management
Collaborate closely with:
Sales Teams
Solution Architects
Delivery Managers
Practice Leaders
Finance Teams
Executive Leadership
Act as a central coordination point for cross-functional teams.
Drive accountability and timely closure of action items, risks, and dependencies.
Practice Management & Business Operations
Track and govern practice-level initiatives, transformation programs, and operational excellence projects.
Monitor key performance indicators (KPIs) including:
Pipeline conversion
Win rates
Revenue realization
Margin performance
Resource utilization
Delivery health
Support quarterly business reviews (QBRs), monthly operating reviews, and leadership governance forums.
Drive continuous improvement initiatives and PMO process maturity.
Risk & Compliance Management
Maintain RAID (Risks, Assumptions, Issues, Dependencies) logs across programs.
Proactively identify delivery, financial, and operational risks.
Ensure compliance with organizational governance standards, delivery methodologies, and reporting requirements.
Reporting & Analytics
Create executive-level dashboards and presentations for leadership reviews.
Analyze business performance trends and provide actionable insights.
Automate and enhance PMO reporting using modern analytics and visualization tools.
Drive data accuracy and consistency across portfolio reporting systems.
Required Qualifications
Bachelor's degree in Business Administration, Engineering, Technology, Management, or related field.
3 to 5 years of experience in PMO, Program Management Office, Portfolio Management or Business Operations roles.
Proven experience working across Sales, Solutioning/Pre-Sales, and Delivery organizations.
Experience managing Opportunity-to-Delivery (O2D) processes in IT Services, Consulting, Managed Services, or Digital Transformation environments.
Strong understanding of project and program management methodologies.
Advanced expertise in:
Microsoft Excel
PowerPoint
Power BI
Project Management tools (Azure DevOps, Jira, MS Project, Smartsheet, etc.)
Strong analytical, communication, and stakeholder management skills.
Preferred Qualifications
PMP, PgMP, PMI-PMOCP, PRINCE2, Agile, Scrum, or equivalent certification.
Experience in large-scale IT Services, Global Capability Centers (GCCs), or Consulting organizations.
Familiarity with financial management, forecasting, revenue tracking, and margin analysis.
Experience in delivery governance for cloud, data, AI, ERP, digital transformation, or managed services programs.
Key Competencies
Program & Portfolio Governance
Opportunity & Pipeline Management
Sales-to-Delivery Transition Management
Executive Reporting & Dashboarding
Stakeholder Management
Financial & Operational Analysis
Risk Management
Strategic Planning
Process Improvement
Business Operations Management
Success Metrics
Improved opportunity-to-delivery transition effectiveness
Accurate portfolio reporting and forecasting
On-time governance and review cadence adherence
Increased visibility of practice performance metrics
Reduced delivery risks and escalations
Successful execution of practice-level strategic initiatives
Enhanced stakeholder satisfaction across Sales, Solutioning, and Delivery teams
This role is ideal for a PMO professional who can operate as a business partner to Sales, Solutioning, and Delivery Leadership while driving operational governance and strategic practice growth initiatives
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.