Emotional Awareness and Operational Readiness with Will Paulson

Photo of a set of six temperature gauges.

Note: our podcast transcripts and summaries are generated using transcription tools.

Prefer to follow us on Apple Podcasts, Spotify (or your other favorite platform)?
Click here to find and follow our show.

Emotional Awareness and Operational Readiness with Will Paulson

Two Piers Podcast

In this episode of the Two Piers Podcast, Erica D’Eramo is joined by Will Paulson for a conversation about emotional awareness, leadership, trust, and the role emotions play in operational readiness.

Will is an ICF-accredited leadership and innovation coach and the founder of Wayward Purpose, which he built around a mission of “restoring togetherness.” He is also a husband, father of four, lifelong learner, and military leader with nearly 20 years of experience developing people, leading teams, and navigating complex environments.

Drawing from their experiences in the military, energy industry, coaching, and leadership development, Erica and Will explore how emotional awareness shows up in high-stakes environments and why understanding what people are carrying can affect trust, communication, feedback, and performance.

Finding Coaching Through a Period of Disconnection

Will’s path into coaching began about five years ago, during a period when he felt increasingly disconnected from who he was and what he had built.

Around that time, he happened to meet several coaches in quick succession. His initial question was fairly basic: what exactly is a coach?

Like many people, Will had associated coaching with experiences such as coaching youth sports or mentoring others in the military. Joining a coaching cohort through Flatter, Inc. introduced him to a different model built around powerful questions, awareness, and helping people develop their own thinking.

That experience eventually led to more coach training and to the ideas that became Wayward Purpose.

For Will, coaching provided both a professional direction and a framework for exploring some of the questions he had already begun asking himself about identity, purpose, and connection.

Rethinking Emotions in High-Stakes Environments

The conversation then turns to the perception of emotions in operational settings.

Erica notes that in many high-stakes industries, emotions are sometimes treated as separate from the work itself: part of the “soft stuff,” rather than something connected to operational effectiveness.

Will recognizes that mindset from his own early military career. As a young leader, he absorbed the expectation that emotions should largely be pushed aside and that leaders, in particular, needed to keep themselves together regardless of what was happening personally.

His perspective began to change after reaching a point where he found himself in a chaplain’s office and breaking down.

That experience contributed to a broader shift in how he thought about leadership and the familiar idea of putting the mission first while taking care of people.

Over time, he came to see a much stronger connection between the two.

People drive the mission, and emotions are part of the information people carry into the work.

Emotional Awareness as Information

Will is careful to distinguish emotional awareness from simply acting on whatever someone happens to feel.

Emotions can provide information about what matters, what someone is responding to, or what may be happening beneath the surface. Reflection creates an opportunity to understand that information, and people can then decide what to do with it.

In that sense, Will does not see emotional awareness as the opposite of operational toughness. He sees it as part of operational effectiveness.

Erica connects that idea to her own experience in the energy industry. Looking back, she contrasts environments where formal support structures exist with industries where responsibility for noticing how people are doing may fall almost entirely to frontline leaders.

In either case, the leader still has a role to play.

Someone may be technically capable of doing a job while also arriving distracted, exhausted, grieving, overwhelmed, or simply operating differently than usual. Being aware of those changes can matter, particularly when the work requires sustained attention or carries significant consequences.

What “Restoring Togetherness” Means

Erica asks Will about the phrase at the center of Wayward Purpose: “restoring togetherness.”

The language came from an unexpected source.

Will was driving his 12-year-old daughter to dance practice and trying to explain what he was building. He described coaching individuals, working with teams and groups, and writing about how people interact with the world.

After listening to him explain it, his daughter summarized the idea much more simply: it was about togetherness.

That became a useful way for Will to think about the different parts of his work.

Individual coaching can involve restoring togetherness with ourselves. Work with teams and groups can involve restoring togetherness with others. His writing explores how people relate to the wider world.

Across those different settings, he often works with people who have achieved a great deal and built lives around a particular definition of success, only to reach a point where they are no longer sure whether that definition still fits.

Looking at What Is Actually in the Glass

Will uses another metaphor to describe how he thinks about people's current circumstances.

Rather than asking whether the glass is half full or half empty, he prefers to think of the glass as always full. The question is what is in it.

Sometimes it may contain half water and half air. Sometimes someone else has poured something into the glass that a person does not want there. Sometimes it needs to be emptied before something different can be added.

For Will, the point is to examine what is actually present, recognize what may be possible, and then take responsibility for what comes next.

That same approach applies to how people show up at work.

There have been days when Will has been able to tell a leader that he was only operating at 50 percent, while still recognizing that he had responsibilities to meet. On another day, that same leader might need more from him.

Those conversations depend on enough trust for people to be honest about where they are while continuing to work toward shared responsibilities.

Trust as Part of Being a Team

Erica connects that idea to her current work in team coaching and the distinction between a team and a group of people who happen to report into the same structure.

A group of people performing related tasks is not necessarily functioning as a team.

Trust and interdependence change the relationship.

Part of that involves being able to communicate where you are yourself while also noticing what may be happening with other people.

Erica compares that to the awareness people often have in close personal relationships. We may notice immediately that a loved one seems different, even before they say anything.

Those same cues exist in workplaces, although people may be less likely to notice or acknowledge them, particularly when the operational tempo is high.

That is one reason emotional awareness can become particularly relevant in demanding environments. Someone's emotional state may affect how they communicate, make decisions, receive feedback, or perform a critical role.

The Leader’s Responsibility to Listen

Will describes leadership as involving responsibilities on both sides.

The person being led still has responsibilities to meet objectives, contribute to the team, and do the work expected of them.

The leader also has responsibilities, including listening to what someone is actually saying before jumping into a solution or assumption.

Will encourages leaders to approach those moments with curiosity and try to understand what is underneath the behavior they are seeing.

He has experienced difficult feedback from both directions during his military career. He has been the leader who needed to have a direct conversation with someone after a serious lapse in judgment, and he has also been the person receiving that conversation.

What often determined whether those conversations were useful was the level of trust already present in the relationship.

Direct feedback could be received very differently when the person knew the leader was invested in them and would continue working with them after the conversation.

Emotional Awareness and Difficult Feedback

That leads Erica to one of the leadership challenges she sees frequently: people avoiding useful feedback because they are uncomfortable with the conversation.

Some leaders respond to problems with blame or shame. Others avoid the conversation entirely because they are concerned that the other person may become upset.

Emotional awareness can help the leader recognize what is happening within themselves before entering the conversation.

If the discomfort is driven by fear of upsetting someone, for example, the leader can examine whether avoiding the feedback is actually helpful to that person.

Erica points out that withholding useful feedback can deprive someone of an opportunity to develop. Having an honest conversation may reflect more trust in the person's ability to receive and use the information than avoiding the subject in an effort to be “nice.”

Relationships Shape How Feedback Is Received

Erica and Will also discuss the highly publicized interaction between University of Maryland basketball coach Brenda Frese and player Oluchi Okananwa.

A clip of the coach getting in the player's face prompted significant reaction online, including discussion of racial and power dynamics.

Later context from the people involved added an important piece: the player had explicitly asked her coach to be tough with her and to give her direct feedback.

For Erica and Will, the example illustrates how much context and relationship matter.

The interaction did not occur between two people with no prior understanding of each other. There was an existing relationship and an agreement about the type of feedback the player wanted from her coach.

Will argues that leaders need those relationships if they are going to have meaningful difficult conversations.

Leading people involves knowing them well enough to understand how to support their growth, hold them accountable, and maintain trust through moments of disagreement or correction.

Seeing the Person Behind the Role

Will returns several times to a fairly simple idea: people at work are still people.

They have goals, fears, relationships, doubts, responsibilities, and circumstances outside the workplace. Leaders do not need to solve all of those things, but ignoring them entirely can affect the relationship and the work.

He describes leadership as a form of stewardship and notes how easily leaders can unintentionally undermine someone's sense of autonomy, competence, or connection.

Once trust has been damaged, rebuilding it can take significant work.

For Will, restoring togetherness begins with enough self-awareness to understand what we are bringing into a relationship, followed by enough curiosity to understand the people around us.

Key Takeaway

Throughout the conversation, Erica and Will return to the connection between emotional awareness and how people function together.

Emotional awareness does not mean abandoning standards, accountability, or operational requirements. Instead, it gives people more information about themselves and each other.

For leaders, that information can shape how they approach feedback, recognize changes in a team member, understand their own discomfort, or build enough trust for people to communicate honestly about what is happening.

And for teams working in demanding environments, those relationships can influence how effectively people are able to work together when the pressure increases.

Connect With Will Paulson

Will Paulson is the founder of Wayward Purpose, where his work includes leadership and innovation coaching, writing, and exploring the idea of restoring togetherness.

You can subscribe to his free weekly Waymarker newsletter through the Wayward Purpose website. Each edition explores a theme or question Will is working through and includes a coaching question, along with the occasional cat photo.

You can also connect with Will on LinkedIn.