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Principles of Execution 
Tips and Techniques for Effective Project Portfolio Management
Roadmap 
Develop A Shared Vision for Portfolio Management 
Understanding the Difference between Project Management Reviews and Portfolio Management Reviews 
3 Soft Skills Portfolio Managers Must Develop 
Portfolio Optimization and Categorization 
Risk Management For Your Portfolio Management Environment 
Portfolio Governance
Gerald’s Background 
Gerald Leonard is currently thePresident & CEO of Principles of Execution, a Strategic Project Portfolio Management and IT Governanceconsulting firm based in the Metro Washington, DC area. 
19 years as an IT Project Management consultant and earned the PMP, MCSE, MCTS, CQIA, ITILv3 and COBIT 4.1 Certifications 
Acquired certifications in PM and BI from the University of California, Berkeley, as well as an Executive Leadership Certification from Cornell University.
Develop A Shared Vision for Portfolio Management 
Shared 
Vision 
The 
Difference 
Top 3 Skills of Portfolio Managers 
Optimization and Categorization 
Portfolio 
Risk 
Portfolio Governance
Develop a Shared Vision 
“Good business leaders create a vision, articulate the vision, passionately own the vision and relentlessly drive it to completion,” Jack Welch
Conduct a Gap Analysis 
What 
Where 
When 
Who 
How 
Current State 
What Happen? 
Where is the confusion? 
When is it done? 
Who does the work? 
How is it sequenced? 
Future State 
What shouldit look like? 
Where will itchange? 
When will it change? 
Who will do this? 
How will it be timed and resourced? 
Gap 
What is different? 
Wherewill it be different? 
When are the differences needed? 
Who willidentify and validate the gap? 
How will the gaps be improved? 
Actionsto Close Gap 
What will be done to address the gap? 
Where will it be addressed? 
When will it be addressed? 
Who will make the decision and complete it? 
How willit be rolled out?
Conduct a Capability Assessment 
Capabilities 
Demand Mgt 
Portfolio Selection 
Portfolio Tracking 
Portfolio Reporting 
FinancialPlanning 
FinancialTracking 
Benefits Realization 
Project Scheduling and Tracking 
Overall 
People 
Process 
Technology 
Governance
Develop a Portfolio Strategic Plan 
Portfolio Vision and Objectives 
Organizational Structure and Area 
Measureable Goals and Guidance 
Allocation of Funds 
Portfolio Benefits, Performance Results, and Value Expected 
Communication Required to Ensure Successful Change and Implementation 
Key Assumptions, Constraints, Dependencies, and Risks 
Portfolio Prioritization Model, a High-Level Prioritization, Decision-Making Framework
Make Portfolio Management a Business Issue 
Tools 
Value 
Methods 
Speed
Don’t Underestimate the Power of Culture 
Implementing Project Portfolio Management should establish a culture, not just a system, that enables a process for systematically aligning the organization’s attitudes, behaviors and actions, which should result into a interrelated and prioritized portfolio that yields better outcomes while minimizing the investment of the organization resources.
Shared 
Vision 
Understanding the Difference between Project Management Reviews and Portfolio Management Reviews 
The 
Difference 
Top 3 Skills of Portfolio Managers 
Optimization and Categorization 
Portfolio 
Risk 
Portfolio Governance
Portfolios, Programs, and Projects
The Project, Program and Portfolio Management Relationship 
Portfolio Management creates the environment for deciding which programs, projects, and operational work to invest in. 
Program Management provides the structure for managing multiple interrelated projects that deliver the business benefits and strategic outcomes as a collective unit. 
Projects are a sequence of activities with a defined beginning and ending that generate a defined deliverable.
Focus on the Results Chain for Output, Outcomes, and Impacts 
The Results Chain helps you think more analytical about the cause and effect of your portfolio.
Shared 
Vision 
The 
Difference 
Soft Skills Portfolio Managers Must Develop 
Top 3 Skills of Portfolio Managers 
Optimization and Categorization 
Portfolio 
Risk 
Portfolio Governance
Oriented Towards Strategy 
Portfolio Managers are oriented toward achieving the company’s strategic and financial goals
Facilitator of Executive Decision Making –Stakeholder Management 
Portfolio Managers must be successful in enabling effective and efficient Portfolio decision making geared towards value creation at the highest levels of the organization.
Highly Analytical and Business Focused 
Portfolio Managers conduct analysis and generate insights and recommendations to enable high level Governance decisions that must be communicated in the language of the business
Shared 
Vision 
The 
Difference 
Top 3 Skills of Portfolio Managers 
Developing Your Portfolio Optimization and Categorization Processes 
Optimization and Categorization 
Portfolio 
Risk 
Portfolio Governance
Optimizing the Portfolio 
Capability and Capacity Analysis 
HR 
Financial 
Assets 
Weighted Ranking and Scoring 
Quantitative and Qualitative Analysis 
Cost Benefit 
Quantitative 
Scenario 
Probability 
SWOT 
Market / Competitor 
Business Value
Categorizing Investments Types 
Transform the Business –10% 
Grow the Business –25% 
Run the Business –65%
Portfolio Efficiency Frontier 
Organizations that use the EF methodology are able to reduce waste or increase value creation by 20 to 40%
Shared 
Vision 
The 
Difference 
Top 3 Skills of Portfolio Managers 
Optimization and Categorization 
Risk Management For Your Portfolio Management Environment 
Portfolio 
Risk 
Portfolio Governance
Use a SWOT Analysis to Identify Risk
Use the TOWS Analysis to Identify Potential Strategies
Pugh’s Risk Strategy Matrix 
Risk Strategies 
Risk 1 
Risk 2 
Risk3 
Risk 4 
Time 
Cost 
Risk Strategy1 
- 
+ 
- 
0 
- 
+ 
Risk Strategy2 
+ 
+ 
0 
+ 
+ 
+ 
Risk Strategy 3 
0 
+ 
- 
+ 
+ 
- 
Risk Strategy 4 
+ 
+ 
- 
+ 
+ 
- 
Risk Strategy 5 
- 
- 
+ 
+ 
- 
+
Shared 
Vision 
The 
Difference 
Top 3 Skills of Portfolio Managers 
Optimization and Categorization 
Portfolio 
Risk 
Orchestrating Your Portfolio Governance Process 
Portfolio Governance
Governance Framework 
Source:COBIT®5, figure 12. © 2012 ISACA®All rights reserved.
PPM Governance Decision Process 
Portfolio Lifecycle 
DecisionMakers 
Key Decision 
Meeting Frequency 
Meeting Input 
Portfolio Strategic Planning 
CEO, CIO VPs and Senior Mgt 
3 to 5 year Strategic Vision 
Annually 
Strategic Plan and Annual Budget 
Portfolio Management Office 
CIO, Director EPMO, SBU Executives, Mg. Dir 
Prioritize Project Proposal, Approve Charters 
Quarterly 
Review Business Case, Report on Alignment of IT Portfolio Spending 
Program & Project Execution 
Project Managers, Senior IT, Business Lead 
Day to Day Project Management, Resource allocation, project tracking 
Weekly 
Project Execution plan, track and monitoring
Q&A
Portfolio Management Training 
Click here to learn more.
Principles of Execution, LLC 
Gerald J. Leonard 
PMP, MCTS, CQIA, ITIL, COBIT 
President/CEO 
Gerald@Principlesofexecution.com 
http://www.principlesofexecution.com 
Building the foundation for effective execution to increase your organization’s productivity!

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Tips and techniques for effective project portfolio management

  • 1. Principles of Execution Tips and Techniques for Effective Project Portfolio Management
  • 2. Roadmap Develop A Shared Vision for Portfolio Management Understanding the Difference between Project Management Reviews and Portfolio Management Reviews 3 Soft Skills Portfolio Managers Must Develop Portfolio Optimization and Categorization Risk Management For Your Portfolio Management Environment Portfolio Governance
  • 3. Gerald’s Background Gerald Leonard is currently thePresident & CEO of Principles of Execution, a Strategic Project Portfolio Management and IT Governanceconsulting firm based in the Metro Washington, DC area. 19 years as an IT Project Management consultant and earned the PMP, MCSE, MCTS, CQIA, ITILv3 and COBIT 4.1 Certifications Acquired certifications in PM and BI from the University of California, Berkeley, as well as an Executive Leadership Certification from Cornell University.
  • 4. Develop A Shared Vision for Portfolio Management Shared Vision The Difference Top 3 Skills of Portfolio Managers Optimization and Categorization Portfolio Risk Portfolio Governance
  • 5. Develop a Shared Vision “Good business leaders create a vision, articulate the vision, passionately own the vision and relentlessly drive it to completion,” Jack Welch
  • 6. Conduct a Gap Analysis What Where When Who How Current State What Happen? Where is the confusion? When is it done? Who does the work? How is it sequenced? Future State What shouldit look like? Where will itchange? When will it change? Who will do this? How will it be timed and resourced? Gap What is different? Wherewill it be different? When are the differences needed? Who willidentify and validate the gap? How will the gaps be improved? Actionsto Close Gap What will be done to address the gap? Where will it be addressed? When will it be addressed? Who will make the decision and complete it? How willit be rolled out?
  • 7. Conduct a Capability Assessment Capabilities Demand Mgt Portfolio Selection Portfolio Tracking Portfolio Reporting FinancialPlanning FinancialTracking Benefits Realization Project Scheduling and Tracking Overall People Process Technology Governance
  • 8. Develop a Portfolio Strategic Plan Portfolio Vision and Objectives Organizational Structure and Area Measureable Goals and Guidance Allocation of Funds Portfolio Benefits, Performance Results, and Value Expected Communication Required to Ensure Successful Change and Implementation Key Assumptions, Constraints, Dependencies, and Risks Portfolio Prioritization Model, a High-Level Prioritization, Decision-Making Framework
  • 9. Make Portfolio Management a Business Issue Tools Value Methods Speed
  • 10. Don’t Underestimate the Power of Culture Implementing Project Portfolio Management should establish a culture, not just a system, that enables a process for systematically aligning the organization’s attitudes, behaviors and actions, which should result into a interrelated and prioritized portfolio that yields better outcomes while minimizing the investment of the organization resources.
  • 11. Shared Vision Understanding the Difference between Project Management Reviews and Portfolio Management Reviews The Difference Top 3 Skills of Portfolio Managers Optimization and Categorization Portfolio Risk Portfolio Governance
  • 13. The Project, Program and Portfolio Management Relationship Portfolio Management creates the environment for deciding which programs, projects, and operational work to invest in. Program Management provides the structure for managing multiple interrelated projects that deliver the business benefits and strategic outcomes as a collective unit. Projects are a sequence of activities with a defined beginning and ending that generate a defined deliverable.
  • 14. Focus on the Results Chain for Output, Outcomes, and Impacts The Results Chain helps you think more analytical about the cause and effect of your portfolio.
  • 15. Shared Vision The Difference Soft Skills Portfolio Managers Must Develop Top 3 Skills of Portfolio Managers Optimization and Categorization Portfolio Risk Portfolio Governance
  • 16. Oriented Towards Strategy Portfolio Managers are oriented toward achieving the company’s strategic and financial goals
  • 17. Facilitator of Executive Decision Making –Stakeholder Management Portfolio Managers must be successful in enabling effective and efficient Portfolio decision making geared towards value creation at the highest levels of the organization.
  • 18. Highly Analytical and Business Focused Portfolio Managers conduct analysis and generate insights and recommendations to enable high level Governance decisions that must be communicated in the language of the business
  • 19. Shared Vision The Difference Top 3 Skills of Portfolio Managers Developing Your Portfolio Optimization and Categorization Processes Optimization and Categorization Portfolio Risk Portfolio Governance
  • 20. Optimizing the Portfolio Capability and Capacity Analysis HR Financial Assets Weighted Ranking and Scoring Quantitative and Qualitative Analysis Cost Benefit Quantitative Scenario Probability SWOT Market / Competitor Business Value
  • 21. Categorizing Investments Types Transform the Business –10% Grow the Business –25% Run the Business –65%
  • 22. Portfolio Efficiency Frontier Organizations that use the EF methodology are able to reduce waste or increase value creation by 20 to 40%
  • 23. Shared Vision The Difference Top 3 Skills of Portfolio Managers Optimization and Categorization Risk Management For Your Portfolio Management Environment Portfolio Risk Portfolio Governance
  • 24. Use a SWOT Analysis to Identify Risk
  • 25. Use the TOWS Analysis to Identify Potential Strategies
  • 26. Pugh’s Risk Strategy Matrix Risk Strategies Risk 1 Risk 2 Risk3 Risk 4 Time Cost Risk Strategy1 - + - 0 - + Risk Strategy2 + + 0 + + + Risk Strategy 3 0 + - + + - Risk Strategy 4 + + - + + - Risk Strategy 5 - - + + - +
  • 27. Shared Vision The Difference Top 3 Skills of Portfolio Managers Optimization and Categorization Portfolio Risk Orchestrating Your Portfolio Governance Process Portfolio Governance
  • 28. Governance Framework Source:COBIT®5, figure 12. © 2012 ISACA®All rights reserved.
  • 29. PPM Governance Decision Process Portfolio Lifecycle DecisionMakers Key Decision Meeting Frequency Meeting Input Portfolio Strategic Planning CEO, CIO VPs and Senior Mgt 3 to 5 year Strategic Vision Annually Strategic Plan and Annual Budget Portfolio Management Office CIO, Director EPMO, SBU Executives, Mg. Dir Prioritize Project Proposal, Approve Charters Quarterly Review Business Case, Report on Alignment of IT Portfolio Spending Program & Project Execution Project Managers, Senior IT, Business Lead Day to Day Project Management, Resource allocation, project tracking Weekly Project Execution plan, track and monitoring
  • 30. Q&A
  • 31. Portfolio Management Training Click here to learn more.
  • 32. Principles of Execution, LLC Gerald J. Leonard PMP, MCTS, CQIA, ITIL, COBIT President/CEO Gerald@Principlesofexecution.com http://www.principlesofexecution.com Building the foundation for effective execution to increase your organization’s productivity!