Failure Friday #1 with Dan Ward
Summary
Key Insights
-
•
Failure is best defined as effort not producing the desired outcome, separating actions from identity.
-
•
Studying failure explicitly, as aviation pioneers did, accelerates innovation by identifying dead ends and promising directions.
-
•
Octave Chanute’s 1894 book documented 400 years of flying machine failures to guide future attempts.
-
•
National pride and geopolitics historically hindered data sharing and collective learning among aviation pioneers.
-
•
The Wright siblings included their sister Catherine as a key collaborator often overlooked in history.
-
•
Failure cake, a practice of gathering with cake after a failure, creates psychological safety and destigmatizes failure.
-
•
Celebrating the attempt, not failure itself, incentivizes boldness and risk-taking within teams.
-
•
Experiments should be framed as learning opportunities; even negative results provide valuable data.
-
•
Language choice around failure matters and should fit the cultural and contextual environment.
-
•
Clear definitions of success and intended impact are essential to meaningfully assess outcomes and failure.
Notable Quotes
"Failure is when effort did not produce the desired result, not putting in the effort in the first place."
"Failure is an outcome, not an identity. I may have failed, but I am not a failure."
"They studied their failures, faced them directly, and used those learnings to shape the next experiment."
"We can stop gluing feathers to wings and flapping wings; static wings are the way to fly."
"Fear, lack of data, and geopolitics kept engineers from sharing valuable failure information."
"We eat failure cake together, discuss what we learned, and plan what to do differently next time."
"We’re not celebrating failure. Failure sucks. We’re celebrating the attempt and boldness."
"The worst thing that could happen is we get cake. That changes how boldly a team tries."
"We do experiments not to make things work but to learn something new."
"Innovation is novelty with impact—something new that makes a meaningful difference."
Or choose a question:
More Videos
"The dream of cross-functional agile collaboration is there, but it’s quite hard to realize that because teams don’t have enough time to build trust."
Abby Covert Tomer SharonPanel: Collaboration Tools
November 6, 2017
"Quality is value to some person who matters."
John CutlerThe Alignment Trap
November 29, 2023
"Bring your own AI and keep control over the process rather than being locked into vendor solutions."
Erika FlowersAI-Readiness: Preparing NASA for a Data-Driven, Agile Future
June 10, 2025
"If I make a mistake on our team, it’s not gonna be held against me; my team won’t disconnect from me."
Alla WeinbergDesign Teams Need Psychological Safety: Here’s How to Create It
September 9, 2022
"It’s how you think about the relationships between people and these artifacts that makes a design system."
Dan DonaldDesign Systems as a Vehicle for Systemic Change
June 1, 2023
"Day one is all about ensuring craft on a massive scale, led by Uday Gahender."
Bria AlexanderOpening Remarks
June 9, 2021
"We forget to care about ourselves and our teams when we're doing research or working with folks."
Carol Scott Melissa EgglestonAvoid Harming Your Team and Users: Promoting Care and Brand Reputation with Trauma-Informed UX Practices
February 5, 2025
"Design Ops calls for someone who’s able to remain calm in ambiguous and changing environments, which surprisingly fits ADHD traits well."
Jessica NorrisADHD: A DesignOps Superpower
September 9, 2022
"Political leaders had to show up and just listen, without campaigning or trying to say anything."
Kyria Stephens Marlon KernerPower to Heal: Civic Design in the Aftermath of Tragedy
November 17, 2022