January 21, 2026
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Why Strong Leaders Struggle During Transitions, and What HR Can Do

TL;DR

Strong leaders tend to struggle not because they lack skill or effort, but because role transitions require identity shifts that often go unaddressed. In the Blindspotting for HR Leaders webinar, leaders from Behavioral Essentials and SSA Group explored how blindspots surface most clearly during promotions, onboarding, and organizational change. HR leaders play a critical role in helping leaders recognize these blindspots early, clarify role expectations, and build the self-awareness needed to lead effectively through transition.

Why Strong Leaders Struggle During Transitions, and What HR Can Do

Strong leaders don’t usually struggle because they lack skill, effort, or intent.

They typically struggle during transitions—when roles change, expectations expand, and the way they’ve always succeeded no longer fits the moment in front of them.

That pattern was at the center of a recent Blindspotting for HR Leaders webinar hosted by Behavioral Essentials, featuring Martin Dubin, clinical psychologist, executive coach, and author of Blindspotting. Also on the webinar was Jill Macauley and Lauren Breden from Behavioral Essentials, and Kassey Kampman, EVP of People at SSA Group.

The conversation explored what HR leaders see every day but don’t always have shared language for: why capable, experienced leaders stumble during promotions, onboarding, and organizational change, and how blindspots quietly drive performance issues.

Below are the key awareness insights surfaced in the session, followed by practical action steps HR leaders can apply immediately.

Awareness Insights for HR Leaders

Blindspots Aren’t Weaknesses. They’re Awareness Gaps.

Blindspots aren’t failures. They aren’t skill deficiencies. And they aren’t about capability.

As Martin Dubin explained during the webinar:

“Blindspots are when we’re unaware we’re being ineffective leaders. This isn’t about strengths and weaknesses. It’s about how our default response stops fitting the situation.”

In this moment from the webinar, Martin Dubin explains why blindspots aren’t about weaknesses—but about default behaviors that no longer fit the situation.

Most leaders are effective most of the time. Blindspots show up in the remaining moments—when a familiar leadership style no longer matches what the situation requires.

For HR leaders, this matters because performance issues are often mislabeled as:

  • skills gaps
  • attitude problems
  • resistance to feedback

When, in reality, the issue is often over-reliance on a strength that used to work.

Reframing feedback around awareness (intent vs. impact) reduces defensiveness and makes course correction possible.

Read more about blindspots in this blog: When Strengths Become Blindspots

Culture Starts with Self-Aware Leaders

Culture isn’t built through values statements. It’s shaped in meetings, in moments of conflict, and in day-to-day decisions.

When leaders can see their own behavioral patterns, they show up differently, and those differences ripple outward.

SSA Group’s investment in leadership coaching is rooted in this belief: culture flows from the top. When leaders have the awareness to adjust their behavior in real time, the impact shows up in team dynamics, collaboration, and decision-making across the organization.

For HR, this positions self-awareness not as a “soft” initiative, but as a cultural lever.

Identity Shapes Success in Every Role

Promotions don’t usually fail because of skill gaps.

They fail when leaders bring their old identity into a new role.

  • A subject matter expert becomes a people leader.
  • A behind-the-scenes “ninja” steps into an executive seat.
  • An individual contributor becomes accountable for outcomes they no longer directly control.

Jill Macauley captured this clearly:

“We tend to see blindspots show up when someone’s role changes, but their internal picture of who they are hasn’t changed with it.”

Kassey Kampman shared this firsthand, describing how her own Blindspotting assessment surfaced a confidence blindspot. Not because she lacked confidence, but because she needed to balance confidence with curiosity.

“I’m very confident in my subject matter expertise,” she shared. “Where I have to be more intentional is leaning into curiosity, especially when I’m hearing outside perspectives.”

Dubin reinforced why this matters:

“Identity issues are subtle, but powerful. They show up at critical moments—when the situation is calling for something different, and you miss the moment.”

Here, the conversation turns to why role transitions require identity shifts—and what happens when leaders don’t update how they see themselves.

For HR leaders, supporting identity shifts is just as important as skill-building.

Read more about Identity in this blog: The Identity Blindspot

Many “People Problems” Are Structure Problems

As the conversation widened from individuals to organizations, one clarifying question stood out:

“Every box on the org chart exists for a reason. What can only this role do?”

When the answer isn’t clear:

  • authority blurs
  • roles overlap
  • conflict increases
  • performance feedback becomes subjective

HR can cut through interpersonal tension by grounding conversations in structure—clarifying ownership, decision rights, and priorities before addressing behavior.

Performance Issues Come in Three Flavors

When performance drops, the webinar highlighted the importance of proper diagnosis.

Kassey Kampman put it plainly:

“If someone doesn’t know how to execute, that’s a skills gap. But if they have the skill and don’t recognize how their behavior is landing, that’s a performance issue that needs coaching.”

This clip breaks down a practical distinction HR leaders make every day: when a performance issue needs training—and when it needs awareness and coaching.

Martin Dubin expanded this into three categories:

  • Knowledge acquisition – Do they understand what’s required?
  • Skill development – Do they have the technical ability to execute?
  • Self-awareness – Do they recognize when their behavior is helping or hurting their impact?

Blindspots live in the third category, and mislabeling them as training issues delays progress.

Curiosity Fuels Self-Awareness

Curiosity emerged repeatedly in the webinar as an essential leadership behavior.

Curious leaders ask:

  • What does this moment need from me?
  • How is my behavior landing right now?
  • Is my default approach still serving the situation?

HR can build curiosity as a habit, especially during transitions, by normalizing feedback, reframing blindspots as “errors in the system,” and making self-reflection part of leadership expectations.

In this clip, Martin Dubin shares why curiosity is the habit that allows leaders to recognize blindspots and adjust in real time.

Onboarding Should Go Deeper Than Desk Setup

Whether someone is new to the company or stepping into a bigger role, they’re navigating more than a new title. They’re navigating an identity shift.

Too often, onboarding focuses on logistics (systems, processes, policies) while overlooking the psychological transition required for success.

The webinar made clear that HR can dramatically improve outcomes by going deeper early.

Effective onboarding includes intentional conversations that surface:

  • What this role now requires, psychologically, not just functionally (Letting go of a past identity is normal—and often necessary.)
  • Which behaviors need to evolve for success (What got them here may not carry them forward.)

When onboarding supports identity shifts—not just task execution—leaders step into new roles faster and with fewer blindspot-driven missteps.

Culture Gets Clear When Behavior Does

Culture doesn’t stick because it’s written down. It sticks because people know how to behave.

Vague values don’t drive performance. Specific behaviors do.

The webinar reinforced that culture is ultimately how things get done here, especially when it comes to relationships, decision-making, and participation.

For HR leaders, this is especially critical during onboarding and external hires.

Culture fit isn’t about personality. It’s about understanding expectations explicitly.

HR can accelerate integration by clearly outlining:

  • Who new leaders need to build trust with
  • What effective participation looks like
  • How decisions are made and by whom
  • What success looks like in daily behavior

When new hires understand how the culture actually operates, they:

  • ramp faster
  • connect quicker
  • contribute sooner

Read more about behavior in this blog: The Behavior Blindspot

Action Steps for HR Leaders

1. Reframe Development Around Awareness, Not Weakness

  • Use intent vs. impact language in feedback
  • Help managers diagnose whether an issue is knowledge, skill, or awareness
  • Train leaders to recognize when a strength is being overplayed in the wrong context

2. Integrate Identity Shifts into Onboarding and Promotions

For new or expanded roles, ask:

  • What do I need to let go of from my previous role?
  • What can only this role do?

Normalize that discomfort and loss are part of growth.

3. Clarify Roles Using the “Only My Box Can…” Exercise

With leadership teams:

  • Identify decisions, relationships, and responsibilities unique to each role
  • Reduce overlap, confusion, and unnecessary conflict

4. Use Time as the Organizing Principle for Prioritization

Help leaders assess:

  • Where their time is actually going
  • Whether it aligns with what only their role should be doing

5. Make Culture Behavioral and Visible

Create clarity around:

  • What effective participation looks like
  • How decisions are made and by whom
  • What success looks like in daily behavior

Use this as part of onboarding and leadership development, especially for external hires.

The Bigger Opportunity for HR

At its best, HR isn’t just managing people. It’s helping the organization see itself more clearly, especially during moments of transition.

Blindspotting gives HR leaders a shared language and framework to surface awareness gaps early, clarify role expectations, and support the identity shifts that leadership growth requires.

When leaders can see when their default behaviors no longer fit the moment, defensiveness drops, development accelerates, and issues get addressed before they escalate.

When roles evolve faster than clarity can keep up, self-awareness is what keeps organizations aligned.

Ready to See What May Be Holding Your Leaders Back?

Most leadership challenges don’t show up as skill gaps. They show up as blindspots—especially during moments of transition.

Blindspotting helps HR leaders and organizations build the awareness needed to support identity shifts, clarify roles, and address performance issues before they escalate.

→ Explore Blindspotting Coaching for Leaders & Teams

→ Book a Discovery Call

Review the Blindspotting Basics

Blindspotting →Identity →Behaviors →Traits → Intellect → Emotion → Motive →

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Frequently asked questions
What does “blindspotting” mean in the context of HR and leadership?
Why do strong leaders struggle most during transitions?
How is a blindspot different from a skills gap?
How can HR tell whether a performance issue is about awareness or capability?
How does blindspot awareness support onboarding?
What role does organizational structure play in blindspots?
How does blindspot awareness influence culture?
Is blindspotting only relevant for senior leaders?
How should HR start applying these insights?