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Successful Project Portfolio Management Deployment
Strategies, Tactics, Tips and Lessons Learned
Ron Montgomery - PMP, PMI-ACP, CSM
Tom Witty - PMP, SMP
October 2nd, 2018
2 October 2, 2018Successful PPM Deployment
The Business Problem (that PPM can solve)
Across our economy, there is growing awareness that, as key leaders formulate
strategy and execute on that strategy…
3 October 2, 2018Successful PPM Deployment
Business Strategy
… a gap in understanding, performance and execution often occurs for those
charged with implementing the initiatives flowing from the strategy.
The Business Problem (that PPM can solve)
4 October 2, 2018Successful PPM Deployment
Business Strategy
This gap invariably translates into…
The Business Problem (that PPM can solve)
5 October 2, 2018Successful PPM Deployment
Business Strategy
This gap invariably translates into…
We suggest that PPM can be a key solution to this Business Problem.
Personal Portfolio Management
6 October 2, 2018Successful PPM Deployment
Principles:
Set a goal
Have a plan
Measure results
Balance risks
7 October 2, 2018Successful PPM Deployment
Brightline
Initiative
PMI Portfolio
Management
Project Portfolio Management: Guiding Principles
Enterprise-wide Strategic Execution
STRATEGY
DEMAND PLANNING EXECUTION OUTCOME
TEAM COLLABORATION
ANALYTICS AND REPORTING
The PMI PPM Performance Domains
9 October 2, 2018Successful PPM Deployment
Project Portfolio Performance Domains:
1. Governance
2. Capacity and Capability Management
3. Stakeholder Engagement
4. Value Management
5. Risk Management
6. Strategy Management
The Standard for Portfolio Management – Third Edition (2013), pg., 10
Intro to the Brightline Initiative
10 October 2, 2018Successful PPM Deployment
https://youtu.be/izqlOEgxm1M
Brightline Initiative – Guiding Principles
1. Acknowledge that strategy delivery is just as important as strategy design.
2. Accept that you’re accountable for delivering the strategy that you designed.
3. Dedicate and mobilize the right resources.
4. Leverage insight on customers and competitors.
5. Be bold, stay focused and keep it simple as possible.
6. Promote team engagement and effective cross-business cooperation.
7. Demonstrate bias toward decision-making and own the decisions you make.
8. Check ongoing initiatives before committing to new ones.
9. Develop robust plans but allow for missteps – fail fast to learn fast.
10. Celebrate success and recognize those who have done good work.
11 October 2, 2018Successful PPM Deployment
Brightline Initiative – Guiding Principles
1. Acknowledge that strategy delivery is just as important as strategy design.
2. Accept that you’re accountable for delivering the strategy that you designed.
3. Dedicate and mobilize the right resources.
4. Leverage insight on customers and competitors.
5. Be bold, stay focused and keep it simple as possible.
6. Promote team engagement and effective cross-business
cooperation.
7. Demonstrate bias toward decision-making and own the decisions you make.
8. Check ongoing initiatives before committing to new ones.
9. Develop robust plans but allow for missteps – fail fast to learn fast.
10. Celebrate success and recognize those who have done good work.
12 October 2, 2018Successful PPM Deployment
Strategy to PPM
Principle:
Promote team engagement
and effective cross-business
cooperation.
October 2, 2018Successful PPM Deployment13
Standard approach – “Here’s the strategy, now make it work
Principle:
Promote team engagement
and effective cross-business
cooperation.
October 2, 2018Successful PPM Deployment14
Alternate approach – “Here’s the strategy, now let’s all work together to
make it work, especially my middle managers”
Strategy to PPM
• The Middle
• Effective Communications
• Line of Sight
October 2, 2018Successful PPM Deployment15
Strategy to PPM
Alternate approach – “Here’s the strategy,
now let’s all work together to make it work”
Example:
Communication Plan
16 5/25/2017Bridging the Gap between Project Management and Business Strategy
Bi-Weekly
Leadership
Meeting
Weekly Senior
Staff Meeting
All-Associate
Meeting
Monthly
Manager’s
Meeting
Department
Leadership
Meetings
Department Staff
Meetings
Steering
Committee
Meetings
Quarterly
Blueprint
Leadership
Meeting
Technical
Review Board
Monthly
Blueprint
Governance
Committee
Department
Team Meetings
Company Board
Meetings
Project Team
Meetings
Senior Executives
(Pres, CFO)
Executives
(VP’s)
Senior
Leadership
(AVP’s, Sr. Mgrs)
Department
Leadership
(Mgrs, Supvrs)
Project
Leads
Associates
Core Strategy
Team Mtgs
Department
Town Hall
Meetings
Considerations
• “Strategy Office”
• Downward Communication
• Upward Communication
October 2, 2018Successful PPM Deployment17
Strategy to PPM
Because Middle Managers aren’t Psychic -
…let’s all work together to make it work!
Principle:
Promote team engagement
and effective cross-business
cooperation.
Intro to the PMI PPM Guiding Principles
18 October 2, 2018Successful PPM Deployment
1. Strive to achieve excellence in strategic execution
2. Enhance transparency, responsibility, accountability sustainability
and fairness
3. Balance portfolio value against overall risks
4. Ensure that investments in portfolio components are aligned
with the organizational strategy
5. Obtain and maintain the sponsorship and engagement of senior
management & key stakeholders
6. Exercise active and decisive leadership for the optimization of
resource utilization
7. Foster a culture that embraces change and risk
8. Navigate complexity to enable successful outcomes
The Standard for Portfolio Management – Third Edition (2013), pg., 7
Intro to the PMI PPM Guiding Principles
19 October 2, 2018Successful PPM Deployment
1. Strive to achieve excellence in strategic execution
2. Enhance transparency, responsibility, accountability sustainability and
fairness
3. Balance portfolio value against overall risks
4. Ensure that investments in portfolio components are aligned with the
organizational strategy
5. Obtain and maintain the sponsorship and engagement of senior
management & key stakeholders
6. Exercise active and decisive leadership for
the optimization of resource utilization
7. Foster a culture that embraces change and risk
8. Navigate complexity to enable successful outcomes
The Standard for Portfolio Management – Third Edition (2013), pg., 7
PPM to Execution
October 2, 2018Successful PPM Deployment20
Standard Approach – let’s try to squeeze in more work
www.istockphoto.com #618740506
Principle:
Exercise active and
decisive leadership for
the optimization of
resource utilization
PPM to Execution
October 2, 2018Successful PPM Deployment21
www.istockphoto.com #919341576
• Short cycles
• Integrated planning
• Teams define capacity
Alternative Approach - Deliver Value Quickly
(Value & work are not the same!)
0.0
1.0
2.0
3.0
4.0
5.0
Roles
Processes - Tools
MetricsCompetencies
Culture
Example: Capabilities Plan
October 2, 2018Successful PPM Deployment22
Attitudes –
behaviors re:
fast delivery
Soft skills &
business
knowledge
Measure
speed
Automated
testing – change
control processes
Change mgt. &
benefits
realization
PPM to Execution
October 2, 2018Successful PPM Deployment23
Because no senior exec ever says, “take your time” –
Deliver Value Quickly!
www.istockphoto.com #919341576
Principle:
Exercise active and
decisive leadership for
the optimization of
resource utilization
Team Exercise
24 October 2, 2018Successful PPM Deployment
Brightline
Initiative
PMI Portfolio
Management
Let’s split up the room…
Group Breakouts
25 October 2, 2018Successful PPM Deployment
Brightline Initiative PMI Portfolio
Management
PMI PPM
Performance
Domains
Governance
Capacity & Capability Mgmt.
Stakeholder Engagement
Value Management
Risk Management
Strategy Management
1. ..strategy delivery is just as important as
strategy design.
2. Accept that you’re accountable for
delivering (your) strategy
3. Dedicate and mobilize the right
resources.
4. Leverage insight on customers and
competitors.
5. Be bold, stay focused and keep it simple
as possible.
6. Promote team engagement and effective
cross-business cooperation.
7. Demonstrate bias toward decision-
making and own the decisions you make.
8. Check ongoing initiatives before
committing to new ones.
9. Develop robust plans but allow for
missteps – fail fast to learn fast.
10. Celebrate success and recognize those
who have done good work.
1. Strive to achieve excellence in strategic
execution
2. Enhance transparency, responsibility,
accountability sustainability and fairness
3. Balance portfolio value against overall
risks
4. Ensure that investments in portfolio
components are aligned with the
organizational strategy
5. Obtain and maintain the sponsorship and
engagement of senior management &
key stakeholders
6. Exercise active and decisive leadership
for the optimization of resource
utilization
7. Foster a culture that embraces change
and risk
8. Navigate complexity to enable successful
outcomes
Group Breakouts
26 October 2, 2018Successful PPM Deployment
Brightline Initiative PMI Portfolio
Management
PMI PPM
Performance
Domains
Governance
Capacity & Capability Mgmt.
Stakeholder Engagement
Value Management
Risk Management
Strategy Management
1. ..strategy delivery is just as important as
strategy design.
2. Accept that you’re accountable for
delivering (your) strategy
3. Dedicate and mobilize the right
resources.
4. Leverage insight on customers and
competitors.
5. Be bold, stay focused and keep it simple
as possible.
6. Promote team engagement and effective
cross-business cooperation.
7. Demonstrate bias toward decision-
making and own the decisions you make.
8. Check ongoing initiatives before
committing to new ones.
9. Develop robust plans but allow for
missteps – fail fast to learn fast.
10. Celebrate success and recognize those
who have done good work.
1. Strive to achieve excellence in strategic
execution
2. Enhance transparency, responsibility,
accountability sustainability and fairness
3. Balance portfolio value against overall
risks
4. Ensure that investments in portfolio
components are aligned with the
organizational strategy
5. Obtain and maintain the sponsorship and
engagement of senior management &
key stakeholders
6. Exercise active and decisive leadership
for the optimization of resource
utilization
7. Foster a culture that embraces change
and risk
8. Navigate complexity to enable successful
outcomes
Group Breakouts
27 October 2, 2018Successful PPM Deployment
Pick One Guiding Principle…
• What has been your experience in applying this Principle in your
organization?
• So how’s it going for you; lessons learned?
• What are some of the “Techniques and Tools” you have used in your
organization around this Guiding Principle?
28 October 2, 2018Successful PPM Deployment
References
• 2018 Association for Strategic Planning Conference “Bridging the Strategy
Execution Gap”
• Association for Strategic Planning - www.strategyassociation.org
• The Brightline Initiative – www.brightline.org
• The Standard for Portfolio Management – Third Edition (2013)
• Scaled Agile Framework (SAFE) – www.scaledagileframework.com
29 October 2, 2018Successful PPM Deployment

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Successful Project Portfolio Management - Strategies, Tactics, Tips and Lessons Learned

  • 1. Successful Project Portfolio Management Deployment Strategies, Tactics, Tips and Lessons Learned Ron Montgomery - PMP, PMI-ACP, CSM Tom Witty - PMP, SMP October 2nd, 2018
  • 2. 2 October 2, 2018Successful PPM Deployment
  • 3. The Business Problem (that PPM can solve) Across our economy, there is growing awareness that, as key leaders formulate strategy and execute on that strategy… 3 October 2, 2018Successful PPM Deployment Business Strategy … a gap in understanding, performance and execution often occurs for those charged with implementing the initiatives flowing from the strategy.
  • 4. The Business Problem (that PPM can solve) 4 October 2, 2018Successful PPM Deployment Business Strategy This gap invariably translates into…
  • 5. The Business Problem (that PPM can solve) 5 October 2, 2018Successful PPM Deployment Business Strategy This gap invariably translates into… We suggest that PPM can be a key solution to this Business Problem.
  • 6. Personal Portfolio Management 6 October 2, 2018Successful PPM Deployment Principles: Set a goal Have a plan Measure results Balance risks
  • 7. 7 October 2, 2018Successful PPM Deployment Brightline Initiative PMI Portfolio Management Project Portfolio Management: Guiding Principles
  • 8. Enterprise-wide Strategic Execution STRATEGY DEMAND PLANNING EXECUTION OUTCOME TEAM COLLABORATION ANALYTICS AND REPORTING
  • 9. The PMI PPM Performance Domains 9 October 2, 2018Successful PPM Deployment Project Portfolio Performance Domains: 1. Governance 2. Capacity and Capability Management 3. Stakeholder Engagement 4. Value Management 5. Risk Management 6. Strategy Management The Standard for Portfolio Management – Third Edition (2013), pg., 10
  • 10. Intro to the Brightline Initiative 10 October 2, 2018Successful PPM Deployment https://youtu.be/izqlOEgxm1M
  • 11. Brightline Initiative – Guiding Principles 1. Acknowledge that strategy delivery is just as important as strategy design. 2. Accept that you’re accountable for delivering the strategy that you designed. 3. Dedicate and mobilize the right resources. 4. Leverage insight on customers and competitors. 5. Be bold, stay focused and keep it simple as possible. 6. Promote team engagement and effective cross-business cooperation. 7. Demonstrate bias toward decision-making and own the decisions you make. 8. Check ongoing initiatives before committing to new ones. 9. Develop robust plans but allow for missteps – fail fast to learn fast. 10. Celebrate success and recognize those who have done good work. 11 October 2, 2018Successful PPM Deployment
  • 12. Brightline Initiative – Guiding Principles 1. Acknowledge that strategy delivery is just as important as strategy design. 2. Accept that you’re accountable for delivering the strategy that you designed. 3. Dedicate and mobilize the right resources. 4. Leverage insight on customers and competitors. 5. Be bold, stay focused and keep it simple as possible. 6. Promote team engagement and effective cross-business cooperation. 7. Demonstrate bias toward decision-making and own the decisions you make. 8. Check ongoing initiatives before committing to new ones. 9. Develop robust plans but allow for missteps – fail fast to learn fast. 10. Celebrate success and recognize those who have done good work. 12 October 2, 2018Successful PPM Deployment
  • 13. Strategy to PPM Principle: Promote team engagement and effective cross-business cooperation. October 2, 2018Successful PPM Deployment13 Standard approach – “Here’s the strategy, now make it work
  • 14. Principle: Promote team engagement and effective cross-business cooperation. October 2, 2018Successful PPM Deployment14 Alternate approach – “Here’s the strategy, now let’s all work together to make it work, especially my middle managers” Strategy to PPM
  • 15. • The Middle • Effective Communications • Line of Sight October 2, 2018Successful PPM Deployment15 Strategy to PPM Alternate approach – “Here’s the strategy, now let’s all work together to make it work”
  • 16. Example: Communication Plan 16 5/25/2017Bridging the Gap between Project Management and Business Strategy Bi-Weekly Leadership Meeting Weekly Senior Staff Meeting All-Associate Meeting Monthly Manager’s Meeting Department Leadership Meetings Department Staff Meetings Steering Committee Meetings Quarterly Blueprint Leadership Meeting Technical Review Board Monthly Blueprint Governance Committee Department Team Meetings Company Board Meetings Project Team Meetings Senior Executives (Pres, CFO) Executives (VP’s) Senior Leadership (AVP’s, Sr. Mgrs) Department Leadership (Mgrs, Supvrs) Project Leads Associates Core Strategy Team Mtgs Department Town Hall Meetings Considerations • “Strategy Office” • Downward Communication • Upward Communication
  • 17. October 2, 2018Successful PPM Deployment17 Strategy to PPM Because Middle Managers aren’t Psychic - …let’s all work together to make it work! Principle: Promote team engagement and effective cross-business cooperation.
  • 18. Intro to the PMI PPM Guiding Principles 18 October 2, 2018Successful PPM Deployment 1. Strive to achieve excellence in strategic execution 2. Enhance transparency, responsibility, accountability sustainability and fairness 3. Balance portfolio value against overall risks 4. Ensure that investments in portfolio components are aligned with the organizational strategy 5. Obtain and maintain the sponsorship and engagement of senior management & key stakeholders 6. Exercise active and decisive leadership for the optimization of resource utilization 7. Foster a culture that embraces change and risk 8. Navigate complexity to enable successful outcomes The Standard for Portfolio Management – Third Edition (2013), pg., 7
  • 19. Intro to the PMI PPM Guiding Principles 19 October 2, 2018Successful PPM Deployment 1. Strive to achieve excellence in strategic execution 2. Enhance transparency, responsibility, accountability sustainability and fairness 3. Balance portfolio value against overall risks 4. Ensure that investments in portfolio components are aligned with the organizational strategy 5. Obtain and maintain the sponsorship and engagement of senior management & key stakeholders 6. Exercise active and decisive leadership for the optimization of resource utilization 7. Foster a culture that embraces change and risk 8. Navigate complexity to enable successful outcomes The Standard for Portfolio Management – Third Edition (2013), pg., 7
  • 20. PPM to Execution October 2, 2018Successful PPM Deployment20 Standard Approach – let’s try to squeeze in more work www.istockphoto.com #618740506 Principle: Exercise active and decisive leadership for the optimization of resource utilization
  • 21. PPM to Execution October 2, 2018Successful PPM Deployment21 www.istockphoto.com #919341576 • Short cycles • Integrated planning • Teams define capacity Alternative Approach - Deliver Value Quickly (Value & work are not the same!)
  • 22. 0.0 1.0 2.0 3.0 4.0 5.0 Roles Processes - Tools MetricsCompetencies Culture Example: Capabilities Plan October 2, 2018Successful PPM Deployment22 Attitudes – behaviors re: fast delivery Soft skills & business knowledge Measure speed Automated testing – change control processes Change mgt. & benefits realization
  • 23. PPM to Execution October 2, 2018Successful PPM Deployment23 Because no senior exec ever says, “take your time” – Deliver Value Quickly! www.istockphoto.com #919341576 Principle: Exercise active and decisive leadership for the optimization of resource utilization
  • 24. Team Exercise 24 October 2, 2018Successful PPM Deployment Brightline Initiative PMI Portfolio Management Let’s split up the room…
  • 25. Group Breakouts 25 October 2, 2018Successful PPM Deployment Brightline Initiative PMI Portfolio Management PMI PPM Performance Domains Governance Capacity & Capability Mgmt. Stakeholder Engagement Value Management Risk Management Strategy Management 1. ..strategy delivery is just as important as strategy design. 2. Accept that you’re accountable for delivering (your) strategy 3. Dedicate and mobilize the right resources. 4. Leverage insight on customers and competitors. 5. Be bold, stay focused and keep it simple as possible. 6. Promote team engagement and effective cross-business cooperation. 7. Demonstrate bias toward decision- making and own the decisions you make. 8. Check ongoing initiatives before committing to new ones. 9. Develop robust plans but allow for missteps – fail fast to learn fast. 10. Celebrate success and recognize those who have done good work. 1. Strive to achieve excellence in strategic execution 2. Enhance transparency, responsibility, accountability sustainability and fairness 3. Balance portfolio value against overall risks 4. Ensure that investments in portfolio components are aligned with the organizational strategy 5. Obtain and maintain the sponsorship and engagement of senior management & key stakeholders 6. Exercise active and decisive leadership for the optimization of resource utilization 7. Foster a culture that embraces change and risk 8. Navigate complexity to enable successful outcomes
  • 26. Group Breakouts 26 October 2, 2018Successful PPM Deployment Brightline Initiative PMI Portfolio Management PMI PPM Performance Domains Governance Capacity & Capability Mgmt. Stakeholder Engagement Value Management Risk Management Strategy Management 1. ..strategy delivery is just as important as strategy design. 2. Accept that you’re accountable for delivering (your) strategy 3. Dedicate and mobilize the right resources. 4. Leverage insight on customers and competitors. 5. Be bold, stay focused and keep it simple as possible. 6. Promote team engagement and effective cross-business cooperation. 7. Demonstrate bias toward decision- making and own the decisions you make. 8. Check ongoing initiatives before committing to new ones. 9. Develop robust plans but allow for missteps – fail fast to learn fast. 10. Celebrate success and recognize those who have done good work. 1. Strive to achieve excellence in strategic execution 2. Enhance transparency, responsibility, accountability sustainability and fairness 3. Balance portfolio value against overall risks 4. Ensure that investments in portfolio components are aligned with the organizational strategy 5. Obtain and maintain the sponsorship and engagement of senior management & key stakeholders 6. Exercise active and decisive leadership for the optimization of resource utilization 7. Foster a culture that embraces change and risk 8. Navigate complexity to enable successful outcomes
  • 27. Group Breakouts 27 October 2, 2018Successful PPM Deployment Pick One Guiding Principle… • What has been your experience in applying this Principle in your organization? • So how’s it going for you; lessons learned? • What are some of the “Techniques and Tools” you have used in your organization around this Guiding Principle?
  • 28. 28 October 2, 2018Successful PPM Deployment
  • 29. References • 2018 Association for Strategic Planning Conference “Bridging the Strategy Execution Gap” • Association for Strategic Planning - www.strategyassociation.org • The Brightline Initiative – www.brightline.org • The Standard for Portfolio Management – Third Edition (2013) • Scaled Agile Framework (SAFE) – www.scaledagileframework.com 29 October 2, 2018Successful PPM Deployment

Editor's Notes

  • #9: Message: Planview Enterprise One – This product line is the first to collapse PPM, EA, and collaborative work management into a unified enterprise solution that accelerates innovation and delivery. By orchestrating all work, people, capabilities, and technologies, combined with end-to-end visibility into execution and financials, your organization can quickly iterate and adapt, achieving higher levels of business performance. “For those of you familiar with Planview, Planview Enterprise One represents the convergence of Portfolio and Resource Management, Capability and Technology Management, and Collaborative Work Management (Planview Enterprise, Troux, and Projectplace) – all into one product line with a unified user experience across applications.   Planview Enterprise One brings together a broad set of work and resource management domains: break down organizational silos bring teams together accelerate the strategy-to-delivery process (to connect strategy to delivery enterprise-wide) Planview Enterprise One connects 5 of our work and resource management solutions to deliver your company strategy. Planview Enterprise One goes beyond point solutions to empower global enterprise like yours to launch the disruptive, interconnected customer experiences demanded in today’s world of digitalization.” We are the only vendor in the marketplace that can confidently say we offer this value proposition across all of our solutions with market leading product, Planview Enterprise One.  
  • #22: Discussion: How does delivering value differ from doing work? When is value delivered? Should “sustaining work” be part of your portfolio?
  • #23: Survey tool with point weighted assessment of multiple dimensions of capability.
  • #24: Your PPM initiative is only successful if your senior execs view it as a success