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M E L A N I E S E I B E R T
CONFAB2019
How Systems Thinking Helps Conquer
Messy Content Problems
Think Like a
Strategist
Strategy
D E F I N I T I O N & C O M P O N E N T S
How do you define strategy?
@ M e l a n i e _ S e i b e r t
Strategy
P L A N
@ M e l a n i e _ S e i b e r t
Strategy is about 

finding hidden things.
@ M e l a n i e _ S e i b e r t
Hidden value
Strengths
Advantages
Opportunities
@ M e l a n i e _ S e i b e r t
Hidden risk
Traps
Pitfalls
Obstacles
@ M e l a n i e _ S e i b e r t
Strategy
C O M P O N E N T S O F
P L A N
@ M e l a n i e _ S e i b e r t
CONCEP
Strategy
T E N S I O N
P L A N
C O M P O N E N T S O F
@ M e l a n i e _ S e i b e r t
CONCEP
Strategy
C O M P O N E N T S O F
T E N S I O N
V I S I O N
P L A N
@ M e l a n i e _ S e i b e r t
CONCEP
Strategy
C O M P O N E N T S O F
T E N S I O N
V I S I O N
P L A N
I N S I G H T
@ M e l a n i e _ S e i b e r t
CONCEP
Strategy
C O M P O N E N T S O F
I N S I G H T
T E N S I O N
V I S I O N
A N A LY S I S
P L A N
@ M e l a n i e _ S e i b e r t
CONCEP
Strategy
C O M P O N E N T S O F
I N S I G H T
T E N S I O N
V I S I O N
P L A N
A N A LY S I S
@ M e l a n i e _ S e i b e r t
Systems Thinking
A M E T H O D O F A N A LY S I S
14
What Is 

Systems Thinking?
A way to understand 

the complex systems that 

cause wicked problems.
@ M e l a n i e _ S e i b e r t
Content strategists deal with wicked
problems, too.
@ M e l a n i e _ S e i b e r t
Siloed teams
Unusable tools
Lack of buy-in
Unclear roles
Too much content
Irrelevant content
@ M e l a n i e _ S e i b e r t
“Enterprise software is
the land that UX forgot.”
— Karen McGrane
Wicked Problems
arise from the mismatch
between our mental models
and reality.
@ M e l a n i e _ S e i b e r t
Mental Models
H O W W E S E E T H E W O R L D
Understanding 

Mental Models
@ M e l a n i e _ S e i b e r t
W
RONG
@ M e l a n i e _ S e i b e r tW
RONG
All models are wrong.
Some are useful.
(Paraphrased from George Box)
@ M e l a n i e _ S e i b e r t
The goal is not to know everything.
@ M e l a n i e _ S e i b e r t
The goal is not to know everything.
The goal is to know the right things.
@ M e l a n i e _ S e i b e r t
4 Rules of 

Systems Thinking
T H E B U I L D I N G B L O C K S O F I D E A S
14
Where I
Found Them
Cornell University researchers
Derek and Laura Cabrera
created this approach to
Systems Thinking.
1. Distinctions
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
3. Relationships
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
1. Distinctions
2. Systems
3. Relationships
4. Perspectives
4 Rules of 

Systems Thinking
1. Distinctions
2. Systems
3. Relationships
4. Perspectives
4 Rules of 

Systems Thinking
@ M e l a n i e _ S e i b e r t
Systems Thinking
in Action
A P P LY I N G T H I S F R A M E W O R K
Map Your Ideas
Using the 4 Rules
You can use pen and
paper, Google Drawings,
or Plectica.
Pen &
paper
Beyond Mind
Mapping
The 4 Systems Thinking Rules
will give your maps more
structure and meaning.
Pen &
paper
E X A M P L E
Hotel Chain
E X A M P L E
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
? ? ?
@ M e l a n i e _ S e i b e r t
Let Your Map 

Inspire Questions
6
This helps you uncover
hidden value or risk.
T I P
Questions Prompt 

Conversations
6
The conversation is often
where insight happens.
T I P
6
The greatest strategic opportunity for
most organizations is doing a better job
at facilitating collaboration.
@ M e l a n i e _ S e i b e r t
What else?
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
Examine
Relationships
6
You can view relationships
as distinctions and
systems. And vice versa.
T I P
Systems Thinking Made Simple, p.142
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
Credit Card Company
E X A M P L E
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
Map the
Mental Model.
Map Reality.
Find the mismatch
between the two.
T I P
Systems Thinking Made Simple, p.31
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
Genericize Models
to Make Predictions
6
A model that accurately describes
one part of a system may yield
insights about another part.
T I P
Systems Thinking Made Simple, p.109
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
@ M e l a n i e _ S e i b e r t
CONCEP
Strategy
C O M P O N E N T S O F
I N S I G H T
T E N S I O N
V I S I O N
A N A LY S I S
P L A N
@ M e l a n i e _ S e i b e r t
Getting to Insight
W I T H S Y S T E M S T H I N K I N G
T I P 1 Q U E S T I O N S T O A S K
Let your map
inspire questions.
Is there a hidden connection between
seemingly unconnected things?
How might the things affect 

each other?
How does this relationship 

impact the project?
@ M e l a n i e _ S e i b e r t
Getting to Insight
Let your questions
prompt conversations.
Who might I talk to in order to learn
more about this relationship, system,
or perspective?
T I P 2 Q U E S T I O N T O A S K
W I T H S Y S T E M S T H I N K I N G
@ M e l a n i e _ S e i b e r t
Getting to Insight
Examine relationships 

as systems (and vice
versa).
If I view this relationship as a system,
what parts does it have?
How do those parts impact other
parts of the system?
T I P 3 Q U E S T I O N S T O A S K
W I T H S Y S T E M S T H I N K I N G
@ M e l a n i e _ S e i b e r t3
Getting to Insight
Map the mental
model, then the
reality.
What mental models are in play
(including our own)?
How do they relate to reality?
Should we match the mental model
to reality, or change reality to match
the mental model?
T I P 4 Q U E S T I O N S T O A S K
W I T H S Y S T E M S T H I N K I N G
@ M e l a n i e _ S e i b e r t4
Getting to Insight
Genericize your
models to make
predictions.
What is the underlying structure of
this mental model?
How might that structure apply to
other parts of the larger system?
T I P 5 Q U E S T I O N S T O A S K
W I T H S Y S T E M S T H I N K I N G
@ M e l a n i e _ S e i b e r t5
Cautions
T O K E E P I N M I N D
You Can’t See 

What You 

Don’t Know
6
Look for the gaps,
with help from others.
1
C A U T I O N
Don’t Get Lost 

in Detail
6
Infinite complexity makes it
possible to waste all your time
where there’s no leverage.
C A U T I O N
Analysis Takes
Time & Energy
6
True strategic work is a
“long game.” You may
need to be patient.
3
C A U T I O N
Remember: 

Strategy is about finding

hidden things.
@ M e l a n i e _ S e i b e r t


Use these principles to help
you find what’s hidden.
@ M e l a n i e _ S e i b e r t
CONFAB2019
Thank You
@melanie_seibert
Resources
ANALYSIS
Derek & Laura Cabrera, Systems Thinking
Made Simple.
Abby Covert, How to Make Sense of Any
Mess.
STRATEGY
Peter Senge, The Fifth Discipline.
Richard Rumeldt, Good Strategy, Bad
Strategy.
John Spacey, “Design Thinking vs Systems
Thinking.”
Wikipedia, “Strategic Thinking.”
TOOLS
Plectica.
IMAGE CREDITS
Icon: Writing, Creative Stall, The Noun Project.
Icon: Earth, David, The Noun Project.
Photos: Pexels.com.
CONFAB2019
@ M e l a n i e _ S e i b e r t

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Think Like a Strategist - Confab 2019

  • 1. M E L A N I E S E I B E R T CONFAB2019 How Systems Thinking Helps Conquer Messy Content Problems Think Like a Strategist
  • 2. Strategy D E F I N I T I O N & C O M P O N E N T S
  • 3. How do you define strategy? @ M e l a n i e _ S e i b e r t
  • 4. Strategy P L A N @ M e l a n i e _ S e i b e r t
  • 5. Strategy is about 
 finding hidden things. @ M e l a n i e _ S e i b e r t
  • 7. Hidden risk Traps Pitfalls Obstacles @ M e l a n i e _ S e i b e r t
  • 8. Strategy C O M P O N E N T S O F P L A N @ M e l a n i e _ S e i b e r t
  • 9. CONCEP Strategy T E N S I O N P L A N C O M P O N E N T S O F @ M e l a n i e _ S e i b e r t
  • 10. CONCEP Strategy C O M P O N E N T S O F T E N S I O N V I S I O N P L A N @ M e l a n i e _ S e i b e r t
  • 11. CONCEP Strategy C O M P O N E N T S O F T E N S I O N V I S I O N P L A N I N S I G H T @ M e l a n i e _ S e i b e r t
  • 12. CONCEP Strategy C O M P O N E N T S O F I N S I G H T T E N S I O N V I S I O N A N A LY S I S P L A N @ M e l a n i e _ S e i b e r t
  • 13. CONCEP Strategy C O M P O N E N T S O F I N S I G H T T E N S I O N V I S I O N P L A N A N A LY S I S @ M e l a n i e _ S e i b e r t
  • 14. Systems Thinking A M E T H O D O F A N A LY S I S
  • 15. 14 What Is 
 Systems Thinking? A way to understand 
 the complex systems that 
 cause wicked problems. @ M e l a n i e _ S e i b e r t
  • 16. Content strategists deal with wicked problems, too. @ M e l a n i e _ S e i b e r t
  • 17. Siloed teams Unusable tools Lack of buy-in Unclear roles Too much content Irrelevant content @ M e l a n i e _ S e i b e r t “Enterprise software is the land that UX forgot.” — Karen McGrane
  • 18. Wicked Problems arise from the mismatch between our mental models and reality. @ M e l a n i e _ S e i b e r t
  • 19. Mental Models H O W W E S E E T H E W O R L D
  • 20. Understanding 
 Mental Models @ M e l a n i e _ S e i b e r t
  • 21.
  • 22.
  • 24. @ M e l a n i e _ S e i b e r tW RONG
  • 25. All models are wrong. Some are useful. (Paraphrased from George Box) @ M e l a n i e _ S e i b e r t
  • 26. The goal is not to know everything. @ M e l a n i e _ S e i b e r t
  • 27. The goal is not to know everything. The goal is to know the right things. @ M e l a n i e _ S e i b e r t
  • 28. 4 Rules of 
 Systems Thinking T H E B U I L D I N G B L O C K S O F I D E A S
  • 29. 14 Where I Found Them Cornell University researchers Derek and Laura Cabrera created this approach to Systems Thinking.
  • 30. 1. Distinctions 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 31. 1. Distinctions 2. Systems 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 32. 1. Distinctions 2. Systems 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 33. 1. Distinctions 2. Systems 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 34. 1. Distinctions 2. Systems 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 35. 1. Distinctions 2. Systems 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 36. 1. Distinctions 2. Systems 3. Relationships 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 37. 1. Distinctions 2. Systems 3. Relationships 4. Perspectives 4 Rules of 
 Systems Thinking
  • 38. 1. Distinctions 2. Systems 3. Relationships 4. Perspectives 4 Rules of 
 Systems Thinking @ M e l a n i e _ S e i b e r t
  • 39. Systems Thinking in Action A P P LY I N G T H I S F R A M E W O R K
  • 40. Map Your Ideas Using the 4 Rules You can use pen and paper, Google Drawings, or Plectica. Pen & paper
  • 41. Beyond Mind Mapping The 4 Systems Thinking Rules will give your maps more structure and meaning. Pen & paper
  • 42. E X A M P L E
  • 43.
  • 44. Hotel Chain E X A M P L E @ M e l a n i e _ S e i b e r t
  • 45. @ M e l a n i e _ S e i b e r t
  • 46. ? ? ? @ M e l a n i e _ S e i b e r t
  • 47. Let Your Map 
 Inspire Questions 6 This helps you uncover hidden value or risk. T I P
  • 48. Questions Prompt 
 Conversations 6 The conversation is often where insight happens. T I P
  • 49. 6 The greatest strategic opportunity for most organizations is doing a better job at facilitating collaboration.
  • 50. @ M e l a n i e _ S e i b e r t
  • 51. What else? @ M e l a n i e _ S e i b e r t
  • 52. @ M e l a n i e _ S e i b e r t
  • 53. @ M e l a n i e _ S e i b e r t
  • 54. @ M e l a n i e _ S e i b e r t
  • 55. Examine Relationships 6 You can view relationships as distinctions and systems. And vice versa. T I P Systems Thinking Made Simple, p.142
  • 56. @ M e l a n i e _ S e i b e r t
  • 57. @ M e l a n i e _ S e i b e r t
  • 58. @ M e l a n i e _ S e i b e r t
  • 59. Credit Card Company E X A M P L E @ M e l a n i e _ S e i b e r t
  • 60. @ M e l a n i e _ S e i b e r t
  • 61.
  • 62.
  • 63.
  • 64. Map the Mental Model. Map Reality. Find the mismatch between the two. T I P Systems Thinking Made Simple, p.31
  • 65. @ M e l a n i e _ S e i b e r t
  • 66. @ M e l a n i e _ S e i b e r t
  • 67. Genericize Models to Make Predictions 6 A model that accurately describes one part of a system may yield insights about another part. T I P Systems Thinking Made Simple, p.109
  • 68. @ M e l a n i e _ S e i b e r t
  • 69. @ M e l a n i e _ S e i b e r t
  • 70. @ M e l a n i e _ S e i b e r t
  • 71. @ M e l a n i e _ S e i b e r t
  • 72. CONCEP Strategy C O M P O N E N T S O F I N S I G H T T E N S I O N V I S I O N A N A LY S I S P L A N @ M e l a n i e _ S e i b e r t
  • 73. Getting to Insight W I T H S Y S T E M S T H I N K I N G T I P 1 Q U E S T I O N S T O A S K Let your map inspire questions. Is there a hidden connection between seemingly unconnected things? How might the things affect 
 each other? How does this relationship 
 impact the project? @ M e l a n i e _ S e i b e r t
  • 74. Getting to Insight Let your questions prompt conversations. Who might I talk to in order to learn more about this relationship, system, or perspective? T I P 2 Q U E S T I O N T O A S K W I T H S Y S T E M S T H I N K I N G @ M e l a n i e _ S e i b e r t
  • 75. Getting to Insight Examine relationships 
 as systems (and vice versa). If I view this relationship as a system, what parts does it have? How do those parts impact other parts of the system? T I P 3 Q U E S T I O N S T O A S K W I T H S Y S T E M S T H I N K I N G @ M e l a n i e _ S e i b e r t3
  • 76. Getting to Insight Map the mental model, then the reality. What mental models are in play (including our own)? How do they relate to reality? Should we match the mental model to reality, or change reality to match the mental model? T I P 4 Q U E S T I O N S T O A S K W I T H S Y S T E M S T H I N K I N G @ M e l a n i e _ S e i b e r t4
  • 77. Getting to Insight Genericize your models to make predictions. What is the underlying structure of this mental model? How might that structure apply to other parts of the larger system? T I P 5 Q U E S T I O N S T O A S K W I T H S Y S T E M S T H I N K I N G @ M e l a n i e _ S e i b e r t5
  • 78. Cautions T O K E E P I N M I N D
  • 79. You Can’t See 
 What You 
 Don’t Know 6 Look for the gaps, with help from others. 1 C A U T I O N
  • 80. Don’t Get Lost 
 in Detail 6 Infinite complexity makes it possible to waste all your time where there’s no leverage. C A U T I O N
  • 81. Analysis Takes Time & Energy 6 True strategic work is a “long game.” You may need to be patient. 3 C A U T I O N
  • 82. Remember: 
 Strategy is about finding
 hidden things. @ M e l a n i e _ S e i b e r t
  • 83. 
 Use these principles to help you find what’s hidden. @ M e l a n i e _ S e i b e r t
  • 85. Resources ANALYSIS Derek & Laura Cabrera, Systems Thinking Made Simple. Abby Covert, How to Make Sense of Any Mess. STRATEGY Peter Senge, The Fifth Discipline. Richard Rumeldt, Good Strategy, Bad Strategy. John Spacey, “Design Thinking vs Systems Thinking.” Wikipedia, “Strategic Thinking.” TOOLS Plectica. IMAGE CREDITS Icon: Writing, Creative Stall, The Noun Project. Icon: Earth, David, The Noun Project. Photos: Pexels.com. CONFAB2019 @ M e l a n i e _ S e i b e r t