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Content Design
Conversational UI
Melanie Seibert
Sr. Content Strategist
WillowTree
forthe
#stc18
@melanie_seibert
Content Design forthe Conversational UI
Content Design forthe Conversational UI
Hey Google, 

make it warmer.
Content Design forthe Conversational UI
4
December 2017: 46% of Americans use
digital voice assistants
Source: Pew Research Center
Content Design forthe Conversational UI
5
Smart speaker ownership grew 54% overthe
following three months
December 2017—February 2018
Source: comScore
Content Design forthe Conversational UI
1. What is Content Design?
2. The Conversational UI
3. The Design Process
4. Easy Ways to Explore
7
“If you approach a new piece of web
content with ‘how shall I write this?’,
that’s writing or editorial.
If you approach it from ‘how am I
going to get this across to the
audience in the best way possible?’,
that’s content design.”
SARAH RICHARDS
AUTHOR OF CONTENT DESIGN
Section Title01
8
What is Content Design?
• Writing and editorial
• Usability (making
content user-focused, 

actionable, clear)
• Layout, structure, 

and hierarchy
• Flow and navigation
• Formats (text, video,
images, audio, tables,
graphs)
• Metadata
• Accessibility
• Testing and
optimization
9
What is Content Design?
Where Content Strategy
and Product Design
overlap.
Content Design forthe Conversational UI
1. What is Content Design?
2. The Conversational UI
3. The Design Process
4. Easy Ways to Explore
11
The Conversational UI
A type of user interface consisting
primarily of content, with
relatively few visual elements,
compared to the graphical UI (GUI).
12
The Conversational UI
That means
you’re the designer now.
13
3 Conversational UI Formats
Voice MultimodalScreen
14
Screen
Facebook Messenger
Slack
Kik
15
Voice
Amazon Alexa
Google Home
Apple Siri
Microsoft Cortana
16
Multimodal
Voice + screen
Done.Your
alarm has been
set for 6 a.m.
17
Source: Typing speed: Brown, CM (1988). Human-computer interface design
guidelines. | Speaking speed Yaun, Liberman, Cieri, Towards an Integrated
Understanding of Speaking Rate in Conversation.
Typing
Speaking
40 wpm
130 wpm
18
Source: Reading: University of Chicago
Listening
Reading
130 wpm
250 wpm
What’s the best place to
eat in Charlottesville
that’s not too pricy?
Intents Entities
“What’s the best place
to eat in Charlottesville
that’s not too pricy?”
best place to
eat Charlottesville
not too pricy
Find food best
Charlottesville
not too pricy
Additional Context
Location
Previous reviews
Allergies
1
2 3
Analysis4
Contextual Action
Fulfillment
5
6
Feedback 

Confirmation or request for
Additional Information
Action
Call to any relevant APIs
API
Anatomy of a Conversation
Recording (voice only) Conversion to text (voice only)
User Input
System Output
What’s the best place to
eat in Charlottesville
that’s not too pricey?
Intents Entities
“What’s the best place
to eat in Charlottesville
that’s not too pricy?”
best place to
eat Charlottesville
not too pricy
Find food best
Charlottesville
not too pricy
Additional Context
Location
Previous reviews
Allergies
User Input1
Recording (voice only)2 Conversion to text (voice only)3
Analysis4
Contextual Action
Fulfillment
5
System Output6
Feedback 

Confirmation or request for
Additional Information
Action
Call to any relevant APIs
API
Anatomy of a Conversation
Content Design forthe Conversational UI
1. What is Content Design?
2. The Conversational UI
3. The Design Process
4. Easy Ways to Explore
Content Design forthe Conversational UI
The Design Process
22
Start with data
Content Design forthe Conversational UI
Can I
replace the handle
User Input
on my ?product
Customer
Service Logs
Interviews
Content Audit
Content Design forthe Conversational UI
24
Content Design forthe Conversational UI
The Design Process
25
Write a user story
for each intent
26
What’s a User Story?
“A user story is a way of pinning down
what the team need to do
…without telling them how to do it.”
SARAH RICHARDS, CONTENT DESIGN
27
What’s a User Story?
User story:
"As a ,
I want to ,
so that I can ."
28
User Stories
User story:
"As a product user,
I want to know if I can replace the handle,
so that I can avoid having to buy a new
one when the handle breaks."
Content Design forthe Conversational UI
The Design Process
29
Prototype the conversation
30
“Wizard of Oz” role-play (on Slack).
Content Design forthe Conversational UI
The Design Process
31
Train the AI
User interviews.
Training data generation (on Slack).
Content Design forthe Conversational UI
The Design Process
34
Design the Flow
35
Flows to design
Primary Path
The designed intents.
Error Paths
Can the bot recover when it doesn’t understand or receive input?
Escalate to Customer Support
When should a human agent take over?
Linking to Accounts & Other Platforms
How do you need to integrate with other services? Examples include
purchase, add to shopping list, message someone, call someone.
36
Flow chart.
37
38
39
Content Design forthe Conversational UI
The Design Process
40
Create and Refine
Scripts
Content Design forthe Conversational UI
Designing for Modality
43
Voice Tip
Manage content density
with “landmarking.”
Amazon Alexa Skills Kit Glossary
44
Voice
Manage content density
with “landmarking.”
Ask Astrology Daily 

for my horoscope.
Horoscope for what sign?
• Establishes trust
• Supports a natural dialogue
Amazon Alexa Skills Kit Glossary
Voice Tip
Do:
45
Voice
How to Simplify Your Responses - Amazon Alexa Voice Design Guide
What’s happening 

at 10 a.m.?
At 10 a.m., you have 

the weekly status meeting.
You have the weekly 

status meeting at 10 a.m.
Manage content density
with “landmarking” (also 

known as implicit confirmation).
Voice Tip
Don’t:
Do:
46
Voice
How long does it take to 

get to the Richmond airport?
Manage content density
with “landmarking” (also 

known as implicit confirmation).
Example: Cortana
Voice Tip
47
Voice
Amazon Alexa Voice Design Guide
Use “chunking” 

to aid 

comprehension.
Voice Tip
Here are the cheeses you may like:
cheddar and gouda, as well as gorgonzola,
parmesan, and brie.
The cheeses you may like are cheddar, gouda,
Jarlsberg, porter cheddar, St. Agur blue cheese,
gorgonzola, brie, gruyere, sharp cheddar, and
reggiano parmesan.
Do:
Don’t:
48
Use shorter responses.
Are there any restaurants
open right now?
Example: Cortana
Voice Tip
49
Amazon Alexa Voice Design Guide
Provide clear choices.
Voice Tip
We have brie or gouda. 

Which would you like?
Would you like brie or gouda?
Don’t:
Do:
Which would you like? 

Brie or gouda?
Don’t:
50
Screen Tip
Use timing to break up longer utterances.
51
52
53
54
Use Quick Replies
(aka “chips”).
Facebook MessengerGoogle Assistant
Screen Tip
55
Take advantage of web links.
Zulily on Facebook Messenger
Screen Tip
56
Multimodal Tip
“Design prompts for both the ear and the eye. It’s
easiest to start with the spoken prompt, imagining what
you might say in a human-to-human conversation.Then,
condense it to create the display prompt.
GOOGLE DESIGN GUIDELINES
57
Google Assistant
58
Working with Platforms
Constraints &
Opportunities
Entry & Exit Points
Things to consider:
59
https://developer.amazon.com/designing-for-voice/what-users-say
60
Content Design forthe Conversational UI
The Design Process
61
Design the
Personality
62
Example:
Westminster Catechism
WHO WE ARE WHO WE’RE NOT
Bloomstein’s 

“messaging architecture” 

method
✖️✔️
1. Supportive
2. Optimistic
3. Formal
4. Humorous
5. Motivated
Personality Framework
How…
…is it?
Supportive
I root for you. I will try to help you
achieve your goals ratherthan
pursuing my own agenda.
• Opposite: adversarial
How…
…is it?
Personality Framework
Optimistic
I speak in positive terms. 

I try to see the upside of
everything.
• Neutral: realistic
• Opposite: pessimistic
How…
…is it?
Personality Framework
Humorous
I like to entertain and amuse
you—and myself.
• Opposite: serious
How…
…is it?
Personality Framework
Motivated
I’m enthusiastic and excited
about our conversation.
• Opposite: reserved
How…
…is it?
Personality Framework
Formal
I carefully observe rules of
etiquette and present myself
in a “highbrow” manner.
• Opposite: casual
How…
…is it?
Personality Framework
Supportive
I root for you. I will try to help you achieve your goals
ratherthan pursuing my own agenda.
• Opposite: adversarial
Optimistic
I speak in positive terms. I try to see the upside of
everything.
• Neutral: realistic
• Opposite: pessimistic
Humorous
I like to entertain and amuse you—and myself.
• Opposite: serious
Motivated
I’m enthusiastic and excited about our
conversation.
• Opposite: reserved
Formal
I carefully observe rules of etiquette and 

present myself in a “highbrow” manner.
• Opposite: casual
How…
…is it?
Personality Framework
72
0
0.5
1
1.5
2
2.5
3
3.5
4
4.5
5
Supportive
Humorous
FormalMotivated
Optimistic
Continuity	Personality
Golden	path Error Entry	&	exit
Bot Personality
73
“What types of things
do you know about?”
“Currently I am configured to discuss
myself, and answer whatever questions
you might have about how I work, what I
am, what I can do, how to configure me,
and so on.”
Example: Designed Intents
User
Formal: longer, uses passive voice.
Realistic: focuses on what it can do right now.
Reserved: sticks to the facts.
First draft: WillowTree Bot
74
User Revision: WillowTree Bot
“Right now, I know about
myself. But I can extend my
database to learn about any
topic. Do you have any
suggestions?”
Shorter, less formal.
Optimistic: focuses on what it can do in the future.
Motivated: interested to learn about your domain.
Example: Designed Intents
“What types of things
do you know about?”
Content Design forthe Conversational UI
1. What is Content Design?
2. The Conversational UI
3. The Design Process
4. Easy Ways to Explore
76
Actions on Google
https://developers.google.com/actions/templates/first-app
77
Alexa Skill Blueprints
https://blueprints.amazon.com
Content Design forthe Conversational UI
78
Questions?
#stc18
@melanie_seibert
Section Title01
79
Resources
Sarah Richards, Content Design
Margot Bloomstein, Content
Strategy at Work
Google Design Guidelines
Amazon Alexa Voice Design Guide
WillowTree, The Executive’s Guide
to Driving ROI with Voice
Experiences

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Content Design for the Conversational UI - STC Summit 2018

  • 1. Content Design Conversational UI Melanie Seibert Sr. Content Strategist WillowTree forthe #stc18 @melanie_seibert
  • 2. Content Design forthe Conversational UI
  • 3. Content Design forthe Conversational UI Hey Google, 
 make it warmer.
  • 4. Content Design forthe Conversational UI 4 December 2017: 46% of Americans use digital voice assistants Source: Pew Research Center
  • 5. Content Design forthe Conversational UI 5 Smart speaker ownership grew 54% overthe following three months December 2017—February 2018 Source: comScore
  • 6. Content Design forthe Conversational UI 1. What is Content Design? 2. The Conversational UI 3. The Design Process 4. Easy Ways to Explore
  • 7. 7 “If you approach a new piece of web content with ‘how shall I write this?’, that’s writing or editorial. If you approach it from ‘how am I going to get this across to the audience in the best way possible?’, that’s content design.” SARAH RICHARDS AUTHOR OF CONTENT DESIGN
  • 8. Section Title01 8 What is Content Design? • Writing and editorial • Usability (making content user-focused, 
 actionable, clear) • Layout, structure, 
 and hierarchy • Flow and navigation • Formats (text, video, images, audio, tables, graphs) • Metadata • Accessibility • Testing and optimization
  • 9. 9 What is Content Design? Where Content Strategy and Product Design overlap.
  • 10. Content Design forthe Conversational UI 1. What is Content Design? 2. The Conversational UI 3. The Design Process 4. Easy Ways to Explore
  • 11. 11 The Conversational UI A type of user interface consisting primarily of content, with relatively few visual elements, compared to the graphical UI (GUI).
  • 12. 12 The Conversational UI That means you’re the designer now.
  • 13. 13 3 Conversational UI Formats Voice MultimodalScreen
  • 15. 15 Voice Amazon Alexa Google Home Apple Siri Microsoft Cortana
  • 17. 17 Source: Typing speed: Brown, CM (1988). Human-computer interface design guidelines. | Speaking speed Yaun, Liberman, Cieri, Towards an Integrated Understanding of Speaking Rate in Conversation. Typing Speaking 40 wpm 130 wpm
  • 18. 18 Source: Reading: University of Chicago Listening Reading 130 wpm 250 wpm
  • 19. What’s the best place to eat in Charlottesville that’s not too pricy? Intents Entities “What’s the best place to eat in Charlottesville that’s not too pricy?” best place to eat Charlottesville not too pricy Find food best Charlottesville not too pricy Additional Context Location Previous reviews Allergies 1 2 3 Analysis4 Contextual Action Fulfillment 5 6 Feedback 
 Confirmation or request for Additional Information Action Call to any relevant APIs API Anatomy of a Conversation Recording (voice only) Conversion to text (voice only) User Input System Output
  • 20. What’s the best place to eat in Charlottesville that’s not too pricey? Intents Entities “What’s the best place to eat in Charlottesville that’s not too pricy?” best place to eat Charlottesville not too pricy Find food best Charlottesville not too pricy Additional Context Location Previous reviews Allergies User Input1 Recording (voice only)2 Conversion to text (voice only)3 Analysis4 Contextual Action Fulfillment 5 System Output6 Feedback 
 Confirmation or request for Additional Information Action Call to any relevant APIs API Anatomy of a Conversation
  • 21. Content Design forthe Conversational UI 1. What is Content Design? 2. The Conversational UI 3. The Design Process 4. Easy Ways to Explore
  • 22. Content Design forthe Conversational UI The Design Process 22 Start with data
  • 23. Content Design forthe Conversational UI Can I replace the handle User Input on my ?product Customer Service Logs Interviews Content Audit
  • 24. Content Design forthe Conversational UI 24
  • 25. Content Design forthe Conversational UI The Design Process 25 Write a user story for each intent
  • 26. 26 What’s a User Story? “A user story is a way of pinning down what the team need to do …without telling them how to do it.” SARAH RICHARDS, CONTENT DESIGN
  • 27. 27 What’s a User Story? User story: "As a , I want to , so that I can ."
  • 28. 28 User Stories User story: "As a product user, I want to know if I can replace the handle, so that I can avoid having to buy a new one when the handle breaks."
  • 29. Content Design forthe Conversational UI The Design Process 29 Prototype the conversation
  • 30. 30 “Wizard of Oz” role-play (on Slack).
  • 31. Content Design forthe Conversational UI The Design Process 31 Train the AI
  • 34. Content Design forthe Conversational UI The Design Process 34 Design the Flow
  • 35. 35 Flows to design Primary Path The designed intents. Error Paths Can the bot recover when it doesn’t understand or receive input? Escalate to Customer Support When should a human agent take over? Linking to Accounts & Other Platforms How do you need to integrate with other services? Examples include purchase, add to shopping list, message someone, call someone.
  • 37. 37
  • 38. 38
  • 39. 39
  • 40. Content Design forthe Conversational UI The Design Process 40 Create and Refine Scripts
  • 41. Content Design forthe Conversational UI
  • 43. 43 Voice Tip Manage content density with “landmarking.” Amazon Alexa Skills Kit Glossary
  • 44. 44 Voice Manage content density with “landmarking.” Ask Astrology Daily 
 for my horoscope. Horoscope for what sign? • Establishes trust • Supports a natural dialogue Amazon Alexa Skills Kit Glossary Voice Tip Do:
  • 45. 45 Voice How to Simplify Your Responses - Amazon Alexa Voice Design Guide What’s happening 
 at 10 a.m.? At 10 a.m., you have 
 the weekly status meeting. You have the weekly 
 status meeting at 10 a.m. Manage content density with “landmarking” (also 
 known as implicit confirmation). Voice Tip Don’t: Do:
  • 46. 46 Voice How long does it take to 
 get to the Richmond airport? Manage content density with “landmarking” (also 
 known as implicit confirmation). Example: Cortana Voice Tip
  • 47. 47 Voice Amazon Alexa Voice Design Guide Use “chunking” 
 to aid 
 comprehension. Voice Tip Here are the cheeses you may like: cheddar and gouda, as well as gorgonzola, parmesan, and brie. The cheeses you may like are cheddar, gouda, Jarlsberg, porter cheddar, St. Agur blue cheese, gorgonzola, brie, gruyere, sharp cheddar, and reggiano parmesan. Do: Don’t:
  • 48. 48 Use shorter responses. Are there any restaurants open right now? Example: Cortana Voice Tip
  • 49. 49 Amazon Alexa Voice Design Guide Provide clear choices. Voice Tip We have brie or gouda. 
 Which would you like? Would you like brie or gouda? Don’t: Do: Which would you like? 
 Brie or gouda? Don’t:
  • 50. 50 Screen Tip Use timing to break up longer utterances.
  • 51. 51
  • 52. 52
  • 53. 53
  • 54. 54 Use Quick Replies (aka “chips”). Facebook MessengerGoogle Assistant Screen Tip
  • 55. 55 Take advantage of web links. Zulily on Facebook Messenger Screen Tip
  • 56. 56 Multimodal Tip “Design prompts for both the ear and the eye. It’s easiest to start with the spoken prompt, imagining what you might say in a human-to-human conversation.Then, condense it to create the display prompt. GOOGLE DESIGN GUIDELINES
  • 58. 58 Working with Platforms Constraints & Opportunities Entry & Exit Points Things to consider:
  • 60. 60
  • 61. Content Design forthe Conversational UI The Design Process 61 Design the Personality
  • 63. WHO WE ARE WHO WE’RE NOT Bloomstein’s 
 “messaging architecture” 
 method ✖️✔️
  • 64.
  • 65. 1. Supportive 2. Optimistic 3. Formal 4. Humorous 5. Motivated Personality Framework How… …is it?
  • 66. Supportive I root for you. I will try to help you achieve your goals ratherthan pursuing my own agenda. • Opposite: adversarial How… …is it? Personality Framework
  • 67. Optimistic I speak in positive terms. 
 I try to see the upside of everything. • Neutral: realistic • Opposite: pessimistic How… …is it? Personality Framework
  • 68. Humorous I like to entertain and amuse you—and myself. • Opposite: serious How… …is it? Personality Framework
  • 69. Motivated I’m enthusiastic and excited about our conversation. • Opposite: reserved How… …is it? Personality Framework
  • 70. Formal I carefully observe rules of etiquette and present myself in a “highbrow” manner. • Opposite: casual How… …is it? Personality Framework
  • 71. Supportive I root for you. I will try to help you achieve your goals ratherthan pursuing my own agenda. • Opposite: adversarial Optimistic I speak in positive terms. I try to see the upside of everything. • Neutral: realistic • Opposite: pessimistic Humorous I like to entertain and amuse you—and myself. • Opposite: serious Motivated I’m enthusiastic and excited about our conversation. • Opposite: reserved Formal I carefully observe rules of etiquette and 
 present myself in a “highbrow” manner. • Opposite: casual How… …is it? Personality Framework
  • 73. 73 “What types of things do you know about?” “Currently I am configured to discuss myself, and answer whatever questions you might have about how I work, what I am, what I can do, how to configure me, and so on.” Example: Designed Intents User Formal: longer, uses passive voice. Realistic: focuses on what it can do right now. Reserved: sticks to the facts. First draft: WillowTree Bot
  • 74. 74 User Revision: WillowTree Bot “Right now, I know about myself. But I can extend my database to learn about any topic. Do you have any suggestions?” Shorter, less formal. Optimistic: focuses on what it can do in the future. Motivated: interested to learn about your domain. Example: Designed Intents “What types of things do you know about?”
  • 75. Content Design forthe Conversational UI 1. What is Content Design? 2. The Conversational UI 3. The Design Process 4. Easy Ways to Explore
  • 78. Content Design forthe Conversational UI 78 Questions? #stc18 @melanie_seibert
  • 79. Section Title01 79 Resources Sarah Richards, Content Design Margot Bloomstein, Content Strategy at Work Google Design Guidelines Amazon Alexa Voice Design Guide WillowTree, The Executive’s Guide to Driving ROI with Voice Experiences