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Design with
your boots on
Advice to myself in the past, present and future
1
1
hypnotic waves that will take you on this journey with me


I’m here because of this saying:
“The shoemaker’s children always go barefoot“
—Danish Proverb
in Russian:
The shoemaker goes without boots
In Portuguese:

in a blacksmith’s house the skewer is made of wood
> The carpenter’s house always needs work
> The preacher’s kids are always the wildest

> en casa de herrero, cuchillo de palo
> The hairdressers' have hair that's just a mess

> The blacksmith's horse walks barefoot

> The tailor can't sew his own rip

> the knives are always dull in a blacksmith's house

> mechanics always drive beat-up old cars

> plumbers have leaky pipes
> A housekeeper's house is never clean
It also applies to different professions:
Why in the world is the shoemaker
barefoot?!
The designer
The designer’s website is down
The designer didn’t kern her logo
The designer doesn't have cute business cards
The designer’s design isn’t usable
TLV > BOS
I always knew I wanted to go to art school.
Mass College of Art & Design
the transition from being the ARTIST
CORPORATE AMERICA
me
not sexy
What I wanted my work to be
MyBed
Sexy
My work
play video
There was another gap: Web design was
changing and evolving rapidly, but our
tools and processes weren’t changing
and couldn't keep up.
web/tech
How we worked
I knew my work needed to get better but if I
wasn’t going to change how I worked and take
the time to use design thinking for me, I would
never have the time to do the creative work that
would let me grow.
I was barefoot
I wasn't designing for my process and needs
• What do I need to work on?
• What am I horrible at?
• What do I hate most about my day?
• How do I do less of that and more of what I love?
• Why am I doing this?
The part of the process that was bothering me was this in-between stage:
Duis mollis, est non commodo
luctus, nisi erat porttitor ligula,
eget lacinia odio sem nec elit.
Duis mollis, est non commodo
luctus, nisi erat porttitor ligula,
eget lacinia odio sem nec elit.
Duis mollis, est non commodo luctus,
nisi erat porttitor ligula, eget lacinia
odio sem nec elit. Duis mollis, est
non commodo luctus, nisi erat portti-
tor ligula, eget lacinia odio sem nec
elit. Duis mollis, est non commodo
luctus, nisi erat porttitor ligula, eget
lacinia odio sem nec elit.
Duis mollis, est non commodo luctus,
nisi erat porttitor ligula, eget lacinia
odio sem nec elit. Duis mollis, est
non commodo luctus, nisi erat portti-
tor ligula, eget lacinia odio sem nec
elit. Duis mollis, est non commodo
luctus, nisi erat porttitor ligula, eget
lacinia odio sem nec elit.
LMJ LMJ
<?php snippet(‘header’) ?>
<section id=”portfolio”>
<article class=”wrap
cf”>
<?php if($page->ha-
sImages()): ?>
<?php foreach
($page->images()->not(‘00.
jpg’)->not(‘00.png’) as $im-
age ) : ?>
<img
class=”center” src=”<?php
echo $image->url() ?>” al-
t=”<?php echo $image->name()
Font-Family: ITC
Font-Size: 31.5 px
Color: #000000
116 px
112 px
174 px
63 px
242 px
267 px
TIME SPENT ON: DEVELOPMENT DESIGN SPECCING
Group 20 DesignersDesign to Development Process # Full time speccers
FTE SPECCING
I realized I needed to eliminate or at least improve
this pain point for my self and for my team to have
more time for creative work.
Duis mollis, est non commodo
luctus, nisi erat porttitor ligula,
eget lacinia odio sem nec elit.
Duis mollis, est non commodo
luctus, nisi erat porttitor ligula,
eget lacinia odio sem nec elit.
Duis mollis, est non commodo luctus,
nisi erat porttitor ligula, eget lacinia
odio sem nec elit. Duis mollis, est
non commodo luctus, nisi erat portti-
tor ligula, eget lacinia odio sem nec
elit. Duis mollis, est non commodo
luctus, nisi erat porttitor ligula, eget
lacinia odio sem nec elit.
Duis mollis, est non commodo luctus,
nisi erat porttitor ligula, eget lacinia
odio sem nec elit. Duis mollis, est
non commodo luctus, nisi erat portti-
tor ligula, eget lacinia odio sem nec
elit. Duis mollis, est non commodo
luctus, nisi erat porttitor ligula, eget
lacinia odio sem nec elit.
LMJ LMJ
<?php snippet(‘header’) ?>
<section id=”portfolio”>
<article class=”wrap
cf”>
<?php if($page->ha-
sImages()): ?>
<?php foreach
($page->images()->not(‘00.
jpg’)->not(‘00.png’) as $im-
age ) : ?>
<img
class=”center” src=”<?php
echo $image->url() ?>” al-
t=”<?php echo $image->name()
Font-Family: ITC
Font-Size: 31.5 px
Color: #000000
116 px
112 px
174 px
63 px
242 px
267 px
Specctr wasn't’ the sexy design project
that I imagined when I felt there was a
gap between where I was and where I
wanted to be..
Organic Geometry Part II

David Brodeur
These are just a handful of the companies using Specctr.
What did I learn?
To have the widest most far reaching
effect I had to start with my process!
Yes, it’s possible to close the gap if I focus on my work
my influence reaches far beyond
But if I focus on how I work
A likely pain point for others
My pain point
When systems, designs,
communications, are broken or non
existent.. that is your jackpot!
Seize the moment! Fix it!
The Future!?
Improving how we work can come from anyone/ anywhere
pattern lab
little ipsum
hues
hues
 — TechShop CEO Mark Hatch
http://n-e-r-v-o-u-s.com/
“Machines we have today are the cheapest,
easiest and most powerful than they have
ever been.” 
We have never had so many tools and possibilities at our
fingertips. We are trained at both design thinking and
problem solving and we have the tangible skills and crafts to
bring our idea to fruition. This is incredible
Companies founded by
designers
Pinterest , slideshare , FuseProject , theicebreak, Behance , Typekit,
Vimeo, Foodspotting, 955, Dreams, Path, Air BNB, Flickr, Tumblr, YouTube,
Kickstarter… and many more
How do we make sure we are going to ride this wave
and use design..

.as a process

..as a mode of thinking

…as a tool to sharpen our creativity

….to problem solve
……not just a skill to produce
Familiar concepts that might help you keep your boots on!
Critique | 1
Hierarchy | 2
Contrast | 3
Break Your Grid | 4
Create Space | 5

Love + Process | 6
1. Critique
What do I want to spend more time on?
How can my day be better?
What part is hard for me and why?
Why is what I’m doing important?
Is there anything I would change?
“Always the beautiful answer who asks a more
beautiful question.”
— E.E. Cummings
“The creative process, in essence, is an individual in
dialogue with themselves and the work.”
— Frank Chimero (Shape of Design)
“The process of engaging in meaningful critique of your work
decreases the amount of time spent holding on to design decisions
that may not actually solve the problems you are facing and open
the door to constructive conversations that highlight specific and
actionable solutions you would not have arrived at on your own.”
— JOSHUA BREWER : 52weeksofux.com
What is importantto you?
2. Hierarchy
“What you focus on changes”
— Anna Proctor (my yoga teacher)
3. Contrast
“Thinkers who exploit opposing ideas to construct a new solution
enjoy a built-in advantage over thinkers who can consider only
one model at a time”

 — Roger Martin, The Opposable Mind
opposite ideas
Use multi-directional relationships as a source of inspiration.
“The opposite of a true statement is a false
statement. The opposite if a profound truth
may be another profound truth.”
— Niels Bohr
Break your
grid
4.
medium
JOSEPH MULLER-BROCKMANN
 Paula Scher | Public Theater
Examples from Frank
Chimero’s article:
Alvin Lustig made some of the best book covers, but also designed this helicopter.
The Eames made films about information theory and the scale of the universe, then designed the
theater and chair you use to watch them.
Create space
NUMBER FIVE
BREATHING ROOM
We also need this kind of white space and
breathing room in our day to create our
most effective work.
“Often when one works at a hard question, nothing good is
accomplished at the first attack…Then one takes a rest,
longer or shorter, and sits down anew to the work. During the
first half-hour, as before, nothing is found, and then all of a
sudden the decisive idea presents itself to the mind.”
Henri Poincaré, The Foundations of Science
6. love the process
It’s not just what you work on but how
you work on it that will make you love
what you do. Remember to have fun!
Make your process a gift!
1
Critique | 1
Hierarchy | 2
Contrast | 3
Break Your Grid | 4
Create Space | 5

Love + Process | 6
2
3
4
5
6
7
Eliminate the grunt work | 7
design with your boots on
@specctr specctr.com/futureInsights2015 @chennech
RESOURCESTHE GAP BY IRA GLASS https://vimeo.com/85040589
IDEO DESIGN TOOLKIT http://www.designkit.org/methods

ON CRITIQUE http://52weeksofux.com/post/743059883/critique-me-please
FRANK CHIMERO http://frankchimero.com/writing/designing-in-the-borderlands/ + http://read.shapeofdesignbook.com/chapter01.html

ON CREATING SPACE http://www.fastcodesign.com/3035811/evidence/the-key-to-creative-insight-interrupt-yourself

ON FINDING YOUR VOICE http://www.jamesvictore.com/
CREATIVE EXERCISES http://www.howdesign.com/design-creativity/creative-exercises/

DESIGN FOUNDERS http://www.fastcodesign.com/1665795/silicon-valleys-new-secret-weapon-designers-who-found-startups
http://www.fastcodesign.com/3042906/the-ceo-of-the-future-is-a-designer-in-chief

http://designerfund.com/
SPECCTR https://www.specctr.com/ Use code “FUTUREINSIGHTS” FOR 25% OFF

SERIOUS PLAY LEADS TO INNOVATION http://www.fastcodesign.com/1671971/how-serious-play-leads-to-breakthrough-innovation http://
DESIGN AND THE PLAY INSTINCT BY PAUL RAND http://www.paul-rand.com/foundation/thoughts_designAndthePlayInstinct/#.VWzLFFxVhBd


Use code FUTUREINSIGHTS at checkout
https://www.specctr.com/
25% OFF
SPECCTR

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Design with your boots on: Advice to myself in the past, present and future

  • 1. Design with your boots on Advice to myself in the past, present and future
  • 2. 1 1 hypnotic waves that will take you on this journey with me
  • 3. 
 I’m here because of this saying:
  • 4. “The shoemaker’s children always go barefoot“ —Danish Proverb
  • 5. in Russian: The shoemaker goes without boots
  • 6. In Portuguese:
 in a blacksmith’s house the skewer is made of wood
  • 7. > The carpenter’s house always needs work > The preacher’s kids are always the wildest
 > en casa de herrero, cuchillo de palo > The hairdressers' have hair that's just a mess
 > The blacksmith's horse walks barefoot
 > The tailor can't sew his own rip
 > the knives are always dull in a blacksmith's house
 > mechanics always drive beat-up old cars
 > plumbers have leaky pipes > A housekeeper's house is never clean It also applies to different professions:
  • 8. Why in the world is the shoemaker barefoot?!
  • 10. The designer’s website is down The designer didn’t kern her logo The designer doesn't have cute business cards The designer’s design isn’t usable
  • 12. I always knew I wanted to go to art school.
  • 13. Mass College of Art & Design
  • 14.
  • 15.
  • 16.
  • 17. the transition from being the ARTIST CORPORATE AMERICA me
  • 18. not sexy What I wanted my work to be MyBed Sexy My work
  • 20. There was another gap: Web design was changing and evolving rapidly, but our tools and processes weren’t changing and couldn't keep up. web/tech How we worked
  • 21. I knew my work needed to get better but if I wasn’t going to change how I worked and take the time to use design thinking for me, I would never have the time to do the creative work that would let me grow.
  • 22. I was barefoot I wasn't designing for my process and needs
  • 23. • What do I need to work on? • What am I horrible at? • What do I hate most about my day? • How do I do less of that and more of what I love? • Why am I doing this?
  • 24.
  • 25. The part of the process that was bothering me was this in-between stage: Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat portti- tor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat portti- tor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. LMJ LMJ <?php snippet(‘header’) ?> <section id=”portfolio”> <article class=”wrap cf”> <?php if($page->ha- sImages()): ?> <?php foreach ($page->images()->not(‘00. jpg’)->not(‘00.png’) as $im- age ) : ?> <img class=”center” src=”<?php echo $image->url() ?>” al- t=”<?php echo $image->name() Font-Family: ITC Font-Size: 31.5 px Color: #000000 116 px 112 px 174 px 63 px 242 px 267 px
  • 26.
  • 27.
  • 28. TIME SPENT ON: DEVELOPMENT DESIGN SPECCING Group 20 DesignersDesign to Development Process # Full time speccers FTE SPECCING
  • 29. I realized I needed to eliminate or at least improve this pain point for my self and for my team to have more time for creative work. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat portti- tor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat portti- tor ligula, eget lacinia odio sem nec elit. Duis mollis, est non commodo luctus, nisi erat porttitor ligula, eget lacinia odio sem nec elit. LMJ LMJ <?php snippet(‘header’) ?> <section id=”portfolio”> <article class=”wrap cf”> <?php if($page->ha- sImages()): ?> <?php foreach ($page->images()->not(‘00. jpg’)->not(‘00.png’) as $im- age ) : ?> <img class=”center” src=”<?php echo $image->url() ?>” al- t=”<?php echo $image->name() Font-Family: ITC Font-Size: 31.5 px Color: #000000 116 px 112 px 174 px 63 px 242 px 267 px
  • 30.
  • 31.
  • 32. Specctr wasn't’ the sexy design project that I imagined when I felt there was a gap between where I was and where I wanted to be.. Organic Geometry Part II
 David Brodeur
  • 33. These are just a handful of the companies using Specctr.
  • 34. What did I learn?
  • 35. To have the widest most far reaching effect I had to start with my process!
  • 36. Yes, it’s possible to close the gap if I focus on my work
  • 37. my influence reaches far beyond But if I focus on how I work
  • 38. A likely pain point for others My pain point
  • 39. When systems, designs, communications, are broken or non existent.. that is your jackpot! Seize the moment! Fix it!
  • 41. Improving how we work can come from anyone/ anywhere
  • 43.  — TechShop CEO Mark Hatch http://n-e-r-v-o-u-s.com/ “Machines we have today are the cheapest, easiest and most powerful than they have ever been.” 
  • 44. We have never had so many tools and possibilities at our fingertips. We are trained at both design thinking and problem solving and we have the tangible skills and crafts to bring our idea to fruition. This is incredible
  • 45. Companies founded by designers Pinterest , slideshare , FuseProject , theicebreak, Behance , Typekit, Vimeo, Foodspotting, 955, Dreams, Path, Air BNB, Flickr, Tumblr, YouTube, Kickstarter… and many more
  • 46. How do we make sure we are going to ride this wave and use design..
 .as a process
 ..as a mode of thinking
 …as a tool to sharpen our creativity
 ….to problem solve ……not just a skill to produce
  • 47. Familiar concepts that might help you keep your boots on!
  • 48. Critique | 1 Hierarchy | 2 Contrast | 3 Break Your Grid | 4 Create Space | 5
 Love + Process | 6
  • 49. 1. Critique What do I want to spend more time on? How can my day be better? What part is hard for me and why? Why is what I’m doing important? Is there anything I would change?
  • 50. “Always the beautiful answer who asks a more beautiful question.” — E.E. Cummings
  • 51. “The creative process, in essence, is an individual in dialogue with themselves and the work.” — Frank Chimero (Shape of Design)
  • 52. “The process of engaging in meaningful critique of your work decreases the amount of time spent holding on to design decisions that may not actually solve the problems you are facing and open the door to constructive conversations that highlight specific and actionable solutions you would not have arrived at on your own.” — JOSHUA BREWER : 52weeksofux.com
  • 53. What is importantto you? 2. Hierarchy
  • 54.
  • 55. “What you focus on changes” — Anna Proctor (my yoga teacher)
  • 57. “Thinkers who exploit opposing ideas to construct a new solution enjoy a built-in advantage over thinkers who can consider only one model at a time”
  — Roger Martin, The Opposable Mind opposite ideas
  • 58.
  • 59. Use multi-directional relationships as a source of inspiration.
  • 60. “The opposite of a true statement is a false statement. The opposite if a profound truth may be another profound truth.” — Niels Bohr
  • 62.
  • 63. JOSEPH MULLER-BROCKMANN Paula Scher | Public Theater
  • 65. Alvin Lustig made some of the best book covers, but also designed this helicopter.
  • 66. The Eames made films about information theory and the scale of the universe, then designed the theater and chair you use to watch them.
  • 67.
  • 69.
  • 70.
  • 72. We also need this kind of white space and breathing room in our day to create our most effective work.
  • 73. “Often when one works at a hard question, nothing good is accomplished at the first attack…Then one takes a rest, longer or shorter, and sits down anew to the work. During the first half-hour, as before, nothing is found, and then all of a sudden the decisive idea presents itself to the mind.” Henri Poincaré, The Foundations of Science
  • 74. 6. love the process
  • 75. It’s not just what you work on but how you work on it that will make you love what you do. Remember to have fun!
  • 76. Make your process a gift!
  • 77. 1 Critique | 1 Hierarchy | 2 Contrast | 3 Break Your Grid | 4 Create Space | 5
 Love + Process | 6 2 3 4 5 6 7 Eliminate the grunt work | 7
  • 78. design with your boots on
  • 80. RESOURCESTHE GAP BY IRA GLASS https://vimeo.com/85040589 IDEO DESIGN TOOLKIT http://www.designkit.org/methods
 ON CRITIQUE http://52weeksofux.com/post/743059883/critique-me-please FRANK CHIMERO http://frankchimero.com/writing/designing-in-the-borderlands/ + http://read.shapeofdesignbook.com/chapter01.html
 ON CREATING SPACE http://www.fastcodesign.com/3035811/evidence/the-key-to-creative-insight-interrupt-yourself
 ON FINDING YOUR VOICE http://www.jamesvictore.com/ CREATIVE EXERCISES http://www.howdesign.com/design-creativity/creative-exercises/
 DESIGN FOUNDERS http://www.fastcodesign.com/1665795/silicon-valleys-new-secret-weapon-designers-who-found-startups http://www.fastcodesign.com/3042906/the-ceo-of-the-future-is-a-designer-in-chief
 http://designerfund.com/ SPECCTR https://www.specctr.com/ Use code “FUTUREINSIGHTS” FOR 25% OFF
 SERIOUS PLAY LEADS TO INNOVATION http://www.fastcodesign.com/1671971/how-serious-play-leads-to-breakthrough-innovation http:// DESIGN AND THE PLAY INSTINCT BY PAUL RAND http://www.paul-rand.com/foundation/thoughts_designAndthePlayInstinct/#.VWzLFFxVhBd
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