Why The Best Leaders Make Wrong Decisions | What We Don't Know with Matt Brittin & Hayaatun Sillem
MAY 20, 202658 MIN
Why The Best Leaders Make Wrong Decisions | What We Don't Know with Matt Brittin & Hayaatun Sillem
MAY 20, 202658 MIN
Description
Leading Through Uncertainty: Clarity, Vulnerability & Decision-Making in a Chaotic World | What We Don’t Know
Welcome to What We Don't Know with Matt Brittin & Hayaatun Sillem.
The show about better leadership in a truly chaotic world.
Across the series, episodes are joined a range of other leading figures, bringing different perspectives to each conversation.
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In this episode of What We Don’t Know, Hayaatun and Matt explore how leadership must evolve to meet chronic uncertainty, shifting from alpha certainty to humility, adaptability, and earned trust.
They discuss why clarity of purpose matters more than false certainty, how strategy can provide agency while leaving room for flexibility, and why leaders need faster shared learning cycles and better “intel” from across their networks.
Hayaatun shares how the pandemic forced her to blend personal and professional life, show vulnerability, and finally ask for help when she felt close to unraveling, reframing self-monitoring as being “safe to drive the bus.”
Matt Brittin reflects on learning decisiveness in ambiguous choices and describes leading Google’s response in Russia after the Ukraine invasion, prioritizing people’s safety and values.
Matt and Hayaatun also answer audience questions on fear, decisiveness, resilience, and admitting “I don’t know.”
00:00 Welcome and theme
01:21 Leadership playbook shifts
02:35 Pandemic as pivot
05:02 Strategy under pressure
06:56 Clarity and agency
09:50 Collaboration and intel
12:59 Sandstorm metaphor
13:57 Vulnerability in public
16:09 Asking for help
19:19 Decisiveness lesson
23:35 Russia Ukraine crisis
27:44 Chronic uncertainty stamina
29:41 Personal boardroom
30:31 Cognitive diversity
31:28 Facing Worst Cases
32:59 Welcoming Dissent
34:06 Admitting Not Okay
35:26 Peer Support Breakthrough
39:18 Safe to Drive Bus
40:18 Asking for Help
41:21 Leadership Inspiration
42:23 Learning Model Mentors
44:03 Books Beyond Leadership
45:07 Zak Brown Authenticity
47:51 Dystopian Leadership Lessons
50:25 Sleep as Leadership Fuel
51:57 Audience Questions Rapidfire
53:21 Decisive Versus Right
54:33 Resilience Not Denial
55:17 Leading Without Answers
56:43 Beyond Crisis Identity
Credits:
Producer: Sunny Winter
Producer: Thuy Dong
Producer: Jimmy McLoughlin OBE Learn more about your ad choices. Visit podcastchoices.com/adchoices