Many leadership teams don't surface their best objections. Not because people lack them, but because raising them can be hard.
The social pressure to be agreeable is real; leaders are picking their battles, and challenging can at times be career-limiting.
The solution is simple but not easy unless you change your approach.
Here it is.
Before any significant decision, explicitly appoint someone to argue against it.
This works for three reasons.
Groupthink is the default, not the exception.
In hierarchical settings, people read the leader's body language and calibrate their views accordingly, often before discussion begins.
This is one of the reasons Jeff Bezos did two things at Amazon. He resorted to the famous Amazon six-pagers and spoke last during the discussion. He observed that charisma could cover up holes in the logic of a poor PowerPoint and that it was hard to go against the flow.
Interestingly, the Catholic Church coined the term ‘devil's advocate' to counter groupthink when canonising saints, even though Instagram tells me it was a Roman general to adopt the approach.
Making dissent a role removes the social cost.
Inviting disagreement culturally isn't enough. McKinsey calls it the obligation to dissent; De Bono built it into Six Thinking Hats as the black hat. Both work because they make dissent a role, not a personality choice.
When arguing against a plan is someone's explicit job in the room, it removes the social cost of being the one who pushes back.
Rotating the role sharpens the objections.
If the same person always plays devil's advocate, they become the team's designated pessimist, and everyone else stops engaging seriously with the objections.
When the role moves around the room, two things happen: the objections get sharper because different people notice different risks, and the rest of the team can't dismiss the pushback as just one person's temperament.
So, name someone before your next decision. Give them explicit permission to find the flaw.
It will increase the chances that any decision you make deserves to go forward.
More soon,
Davina
Whenever you're ready, here are five other ways I can help you:
Elevate, the book – helps leaders set their teams up to set up a new dynamic across their team that will elevate everyone’s skills, helping the team get better, faster decisions.
Engage, the book – helps individual contributors prepare papers and presentations that leaders can approve without reworking.
Engage, the self-paced course – supports both individuals and leaders prepare more insightful papers and presentations for senior leaders and boards.
Extreme Clarity, the 2-hour workshop – introduces techniques for structuring your messaging.
Board Paper Bootcamp, the 2-week program – helps you clarify and convey complex ideas to senior leaders and boards.
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ABOUT AUTHOR: DAVINA STANLEY
I love what I do.
I help senior leaders and their teams prepare high-quality papers and presentations in a fraction of the time.
This involves 'nailing' the message that will quickly engage decision makers in the required outcome.
I leverage 25+ years' experience including
- learning structured thinking techniques at McKinsey in Hong Kong in the mid 1990s before coaching and training their teams globally as a freelancer for a further 15 years
- being approved to teach the Pyramid Principle by Barbara Minto in 2009
- helping CEOs, C-suite leaders and their reports deeply understand their stakeholder needs and communicate accordingly
- seeing leaders cut the number of times they review major papers by ~30% and teams cut the amount of time they take to prepare major papers by ~20%*
- watching senior meetings focus on substantive discussions and better decisions rather than trying to clarify the issue
My approach helps anyone who needs to engage senior leaders and Boards.
Recent clients include 7Eleven, KPMG, Mercer, Meta, Woolworths.
Learn more at www.clarityfirstprogram.com
(*) Numbers are based on 2023 client benchmarking results.







