Sunday Email - Uncomfortable / Inflection Points

Read time: ~5.45

Happy Sunday!

Every Sunday I offer strategies for the week ahead and a thought to fuel your action.

We stand at the crossroads of every moment, holding the power of our next action. The past is a memory, the future uncertain, no matter how meticulously we plan. So, when a decision looms, we face a choice: act now or delay.

Choosing to delay is, in essence, a decision in itself. It's a comforting illusion, convincing ourselves we're waiting for that elusive "perfect moment." As Shane Parrish insightfully notes in his bestseller "Clear Thinking," “There is no perfect moment. There’s only a desire to continue waiting for one.”

But why this hesitation? Why do we often find ourselves mired in indecision, especially when the stakes seem low?

Two deep-rooted cognitive biases, relics of our evolutionary past, are at play.

The Fear of Failure: It's a well-accepted notion that our losses sting twice as much as our gains uplift us. Think back to your last mistake. It probably surfaces quickly, accompanied by a pang of regret. Now, recall a recent triumph. Took a bit longer, didn't it? This bias doesn't discriminate between big or small failures. All failures hurt. So, we waver, overanalyze, and delay, ironically setting ourselves up for another kind of failure.

The Fear of Conflict: Our innate desire for acceptance and aversion to conflict often handcuff our decision-making prowess. Granting team autonomy sounds empowering, but it inadvertently stirs these deep-seated biases. Suddenly, decisions carry the weight of peer judgment, threatening the very acceptance we crave.

Leading is indeed a complex dance.

Enter Google's Project Aristotle, a beacon of insight into effective team dynamics. The golden key? Psychological Safety, a term championed by Harvard's Amy Edmondson. Teams thriving in psychological safety exhibit:

• A culture where risks are embraced, and vulnerability is not a sign of weakness.

• Confidence that the team won't resort to blame games or humiliation.

• An acute sense of social sensitivity, intuiting feelings from subtle cues.

While these biases are deeply individualistic, leaders can craft an environment that nudges team members past them. It's about creating a space where these biases fade into the background.

Strategies to Foster Psychological Safety:

Lead with Authenticity: Own your mistakes (in public), ask probing questions, and actively seek feedback, especially from your subordinates.

Champion Every Voice: Be thoughtful in how you design meetings to ensure both the outspoken and the reserved are heard.

React with Empathy: Respond with appreciation, sidestepping punitive reactions.

Celebrate Failure: Praise the effort, not just the success. Highlight the brave attempts, even if they fall short. Do this consistently!

Invest in Self-awareness: Offer training, communications and readings that helps team members recognize and navigate their biases.

Cultivate Empathy: Deepen connections among team members and encourage a culture of mutual upliftment and encouragement in both good and bad times.

In life, we yearn for autonomy, yet we dread the "wrong" choice. But here's the truth: there's no wrong choice. Every decision, every turn, offers a lesson. And sometimes, not deciding is the most consequential decision of all.

As is seen in the below framework, we sit in this space of comfort spending lots of time on low value decisions. By recognizing our biases and fostering psychological safety, we can recalibrate our decision-making compass, spending less time on trivialities and more on impactful choices.

A Thought To Ponder This Week

An inflection point often reveals itself only in hindsight.

It's the pinnacle of unease, where what was once deemed a trend solidifies as the new norm. It marks the transition from the familiar to the uncharted. A palpable shift.

In the throes of such change, our natural instinct is resistance. We grapple with the unknown, yearning to preserve the status quo. This fight, driven by fear and the comfort of old ways, might feel like self-preservation.

But the reality? The inflection point has already passed. The course of the future, in many respects, is set. Our power lies not in reversing time but in shaping our response. Do we embrace this new era, or do we stay anchored in the past, watching as the world evolves around us?

Today, artificial intelligence stands as our inflection point. It challenges our established norms, urging us into a world both exciting and daunting.

So, as we face a new week, a question to ponder for both us and our clients: how will we navigate this inflection moment?

The best is ahead!

-Matt