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Ryder System Sr Portfolio Manager - Remote in Boston, Massachusetts

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The Senior Portfolio Manager is responsible for driving all aspects of portfolio planning and execution for a defined portfolio of work. This critical leadership role within the Delivery Management team will work closely with dedicated Release Train Engineers (RTEs), program managers, project managers, and the technology/business leaders over established product and value streams. The primary objective is to ensure effective portfolio planning, budgeting, transparency, and process discipline/adherence are achieved.

This role will be responsible for establishing and driving consistency across the portfolio; including budget, forecasting, and pipeline management. In addition, full responsibility for managing a team of fixed full time Ryder team members and variable contractors; evaluation, feedback, coaching and development plans of up to 10 team members.


  • Have full delivery responsibility for 1-2 smaller projects, accounting for no more than 50% of overall capacity. Primarily in conjunction with ramping up and training jr team members to get them up to speed with Ryder processes, expectations, and best practices.

  • Works closely with Delivery Management, Delivery Enablement, and ATO to drive consistency and pragmatism into processes, systems, and tools used in order to effectively plan, prioritize, and deliver a first class initiative execution process. Framework agnostic, focused on implementing best practices in a cohesive and collaborative manner.

  • Leads annual planning exercises within established portfolio, using Planview, and provides necessary coaching or training (when possible, and in conjunction with ATO or Enablement) to all key participants; including IT owners, Product Managers, Finance, and Sr Leadership. Aggregates and compiles information, at the appropriate level to convey current state, and drive alignment across all necessary parties.

  • Drives necessary common practices across the portfolio including forecasting, budget reviews and overall status reports. Ensure common experience and consumable templates/reports are created and used to provide the right level of detail to various audiences. Knowledge of planview, workday, and insights data will be critical to ensure success.

  • Own, understand, and create a flexible portfolio team comprised of RTEs, enterprise business analysts, and variable team members for unplanned initiatives.


  • Conducts Quality Assurance reviews of all projects taking place within the assigned portfolio

  • Develop executive-level presentations, strategic proposals, tool set request for capital, program updates

  • Defines future team structure and needs for approved strategy to be successfully implemented

  • Performs other duties as assigned



  • Bachelor's degree in business, engineering, Technology or a relevant degree

  • Master's degree MBA or Master’s degree


  • Seven (7) years or more Project Management methodologies

  • Seven (7) years or more in Information Technology or Project Delivery leadership; including supervisory experience

  • Seven (7) years or more influencing and driving change in a matrixed organization

  • Three (3) years or more in Agile Methodologies, Agile Coaching, and Training

Skills and Abilities

  • Organizational Change: Significant experience in driving cultural change and how to improve operational performance in an efficient/effective manner.

  • Communications: Excellent interpersonal, listening, and influencing skills with ability to effectively work at all levels of the organization; strong verbal/communication skills and presentation abilities.

  • Team-oriented and social: communicates well with all levels of the organization.

  • Communications and Emotional Intelligence: Able to present information in clear, concise terms to all position levels in the company. Ability to be tactfully persuasive at all levels of the organization. Ability to adjust delivery styles and approach based on audience needs.

  • Team Building: Identifies essential skills and attributes to maximize individual contribution and engagement, while igniting passion to foster a high-performance/motivated team environment.

  • Relationship Management: Builds relationships based on trust and respect. Promotes the inclusion of diverse knowledge, skills, and experiences to achieve results. Attitude of empowerment and transparency: enable a team to become self-directed, willing to share information, collaborate, and engage in crucial conversations.

  • Learning Agility: Quick learner and Self-Motivated: ability to quickly gain a high level understanding of the technical and business domains. Creative and efficient in proposing solutions to complex, time-critical problems.

  • Systems Thinker: ability to 'optimize the whole' through end-to-end value delivery.

  • Continuous Improvement: Proactively seeks ways to improve personal and organizational effectiveness to meet current and future business needs. Learns equally from successes and failures.

  • Continual improvement: always growing ones craft, learning new tools and techniques to manage oneself and a team.

  • Ethics and Trust: Must have high ethical standards and ability to exercise sound judgment in dealing with politically sensitive situations and catering to differing interests. Champions diversity of thought and opinion.

  • Adapting to Change/Adaptability: Ability to anticipate change, face reality, draw conclusions, and swiftly mobilize to adapt to changing needs and demands.

  • Flexible: ability to shift to the role or tasks needed for each situational transformation. Ability to 'get the job done' regardless of role definition.

  • Situational awareness: notice differences and issues as they arise and escalate as appropriate. Conflict resolution: facilitate discussion and alternatives or different approaches.

  • Disruptor: willing to challenge the status quo and existing processes with alternative solutions that are conducive to our transformation strategy.


  • MS Office including Project, Excel, Visio, and SharePoint expert

  • Deep knowledge of Project Management Methodologies, Frameworks and Tools

  • Knowledge of Agile Methodologies, Frameworks and Tools

  • Experience with PlanView Tool

Licenses and Certifications

  • Certified Project Management Professional (PMP)

  • PMI Agile Certified Practitioner (ACP)

  • Lean Six Sigma Green Belt Certification

  • Certified Scrum Master (CSM)

Job Category: Project Management

Ryder is proud to be an Equal Opportunity Employer and Drug Free workplace. All qualified applicants will receive consideration for employment without regard to race, religion, color, national origin, sex, sexual orientation, gender identity, age, status as a protected veteran, among other things, or status as a qualified individual with disability.

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