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Building beautiful products with Stripe’s Head of Design | Katie Dill (Stripe, Airbnb, Lyft)

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Oct 15, 2023

Guest

Katie Dill

Katie Dill, Head of Design at Stripe and former design leader at Airbnb and Lyft, shares her insights on creating beautiful and functional products. She discusses the importance of collaboration between design and engineering to enhance user experience. Katie highlights a pivotal leadership lesson learned at Airbnb, emphasizing trust and open feedback. She also shares strategies for building effective design teams and nurturing innovation, while stressing the need for quality in driving business growth.

01:34:01

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ANECDOTE

Intervention at Airbnb

Katie Dill shares a story from her early days at Airbnb where the design team staged an intervention.
She hadn't earned their trust by coming in "swinging" instead of listening, a key leadership lesson.

insights

INSIGHT

Two T-Shirts

Co-locating design, engineering, and product fosters shared goals and rapid feedback.
Designers should also maintain a separate space for community building and creative exploration.

insights

INSIGHT

Quality as Long-Term Investment

Many prioritize features over quality, enticed by measurable ROI.
However, prioritizing quality, like regular exercise, yields long-term gains, even without immediate, quantifiable results.

Get the Snipd Podcast app to discover more snips from this episode

The Power of Trust in Leadership: A Transformative Experience

04:41 • 5min

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Collaboration for Quality Design

09:43 • 29min

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The Art of Trusting Judgment in Product Development

39:12 • 14min

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Optimizing Team Performance Through Leadership and Collaboration

53:02 • 6min

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Design Collaboration and Innovation

58:51 • 17min

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Exciting Innovations in Book Presentation at Stripe Press

01:15:50 • 2min

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Intentionality in Design and Personal Growth

01:18:07 • 13min

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Trust and Growth: Lessons from the Skies

01:30:40 • 3min

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Beauty

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Stefan Sagmeister and Jessica Walsh

Katie Dill is the Head of Design at Stripe. Previously, she was Head of Experience Design at Airbnb and Head of Design at Lyft. Katie has been named one of Business Insider’s 10 People Changing the Tech Industry as well as one of Fast Company’s 100 Most Creative People in Business and received the Girls in Tech “Creator of the Year” award. In today’s episode, she shares:

• What makes a design great

• Advice on building high-performing teams in hyper-growth environments

• A pivotal lesson in leadership she learned at Airbnb

• Stripe’s focus on quality and how it’s tied to growth

• A formula for removing organizational friction

• How to increase productivity

• What to look for when hiring a designer

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Find the transcript for this episode and all past episodes at: https://www.lennysnewsletter.com/p/building-beautiful-products-with

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Where to find Katie Dill:

• X: https://twitter.com/lil_dill

• Threads: https://www.threads.net/@lil_dilly

• LinkedIn: https://www.linkedin.com/in/katie-dill-79168b3/

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Katie’s background

(04:47) Katie’s pivotal leadership moment at Airbnb

(10:55) Advocating for design ROI

(16:07) Stripe’s quality focus

(17:50) Stripe’s vast scope

(18:45) How design enhances utility

(21:39) Defining beauty and its role in product growth

(26:19) Operationalizing quality

(28:44) Katie’s insights from dialogues with diverse organizations

(34:47) 15 Essential Journeys: Stripe’s method for holistic UX understanding and unified vision

(44:35) Stripe’s PQR quality review

(46:25) Stripe’s prioritization philosophy

(48:29) Measuring impact beyond metrics

(50:28) Performance = potential – interference

(54:09) Building and managing large teams

(1:01:46) Removing interference at Lyft: a practical example of Katie’s leadership impact

(1:06:10) Stripe’s physical workspace design

(1:07:41) Embracing bold ideas

(1:11:07) Qualities of great designers

(1:15:15) Stripe Press

(1:19:19) Katie’s parting wisdom

(1:23:17) Lightning round

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Referenced:

• Beauty: https://www.amazon.com/Sagmeister-Walsh-Beauty-Stefan/dp/0714877271

• Terry (Olivia Colman) and Richie peel mushrooms—scene from The Bear: https://www.youtube.com/watch?v=f7D8THR_osU

• Building a culture of excellence | David Singleton (CTO of Stripe): https://www.lennyspodcast.com/building-a-culture-of-excellence-david-singleton-cto-of-stripe/

• Figma: https://www.figma.com/

• The Creative Act: A Way of Being: https://www.amazon.com/Creative-Act-Way-Being/dp/0593652886

• Quote by Robert Henri: https://www.goodreads.com/quotes/43397-the-object-isn-t-to-make-art-it-s-to-be-in

• Brian Chesky’s 11-star experience: https://www.product-frameworks.com/11-Star-Experience.html

• How to Win Friends and Influence People: https://www.amazon.com/How-Win-Friends-Influence-People/dp/0671027034

• The Wright Brothers: https://www.amazon.com/Wright-Brothers-David-McCullough/dp/1476728755/

• The Boy, the Mole, the Fox and the Horse: https://www.amazon.com/Boy-Mole-Fox-Horse/dp/0062976583/

• Oppenheimer: https://www.oppenheimermovie.com/

• Shrinking on AppleTV+: https://tv.apple.com/us/show/shrinking/umc.cmc.apzybj6eqf6pzccd97kev7bs

• Toniebox: https://www.amazon.com/Toniebox-Starter-Lightning-McQueen-Playtime/dp/B09V7NJCD8

• Stripe Press: https://press.stripe.com/

• Poor Charlie’s Almanack: The Essential Wit and Wisdom of Charles T. Munger: https://press.stripe.com/poor-charlies-almanack

• Stripe’s job board: https://stripe.com/jobs/search

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Books on design craft:

• Dieter Rams: Ten Principles for Good Design: https://www.amazon.com/Dieter-Rams-Principles-Good-Design/dp/3791387324

• The Vignelli Canon: https://www.amazon.com/Vignelli-Canon-Massimo/dp/3037782250

• Forget All the Rules About Graphic Design: Including the Ones in This Book, by Bob Gill: https://www.amazon.com/Forget-Rules-About-Graphic-Design/dp/0823018644

• Emotional Design: Why We Love (or Hate) Everyday Things: https://www.amazon.com/Emotional-Design-Love-Everyday-Things/dp/0465051367

• The Design of Everyday Things: Revised and Expanded Edition: https://www.amazon.com/Design-of-Everyday-Things-audiobook/dp/B07L5Y9HND

• Build: An Unorthodox Guide to Making Things Worth Making: https://www.amazon.com/dp/0063046067

• In Praise of Shadows: https://www.amazon.com/Praise-Shadows-Junichiro-Tanizaki/dp/0918172020

• Interaction of Color: https://www.amazon.com/Interaction-Color-Anniversary-Josef-Albers/dp/0300179359

• Content Design: https://contentdesign.london/shop/content-design-by-sarah-winters-paperback

• Graphic Design Manual Principles and Practice: https://www.niggli.ch/en/produkt/graphic-design-manual/

• Collaborative Product Design: https://www.oreilly.com/library/view/collaborative-product-design/9781491975022/

• Principles of Form and Design: https://www.amazon.com/Principles-Form-Design-Wucius-Wong/dp/0471285528/ref=asc_df_0471285528

• The Timeless Way of Building: https://www.patternlanguage.com/bookstore/timeless-way-of-building.html

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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

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Lenny may be an investor in the companies discussed.

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