The 3 Skills 57% of Middle Managers Are Desperately Missing

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Toy middle manager looking miserable

The story plays out everywhere: brilliant individual contributors get promoted to manage people with nothing more than “figure it out as you go.”

No wonder middle managers are the most miserable people in any organization. That’s not our opinion. It’s theirs.

We surveyed 971 middle managers worldwide for our new report, “The Top 10 Things Middle Managers Desperately Need (But Are Afraid to Ask For).” The findings were heartbreaking: 57% are actively struggling with fundamental leadership capabilities that were never part of their training.

They spend just 41% of their time on actual people management. The rest? Administrative busywork.

But here’s the hope: they’re hungry for growth. They want to be the leaders their teams need. They just need someone to show them how.

Our research identified three critical skill gaps that, once addressed, transform both manager confidence and team performance. 

The 3 Skills That Change Everything

1. Human-Centered Communication

The skill 55% struggle with most

This is about more than writing better emails. It’s about the conversations that keep managers awake at 2 AM:

– How do you correct someone without crushing their spirit?

– How do you motivate someone who’s checked out?

– How do you disagree with your boss without career suicide?

Most learn through trial and error, leaving damaged relationships behind. Managers see themselves as “coaches,” yet reality forces them into taskmaster roles, buried in spreadsheets instead of building people.

In practice: Master courageous conversations. Deliver feedback that grows people. Create psychological safety where team members feel heard and valued. (If you’re looking to level up skills like these, feel free to explore The Optimism Library, home to all of Simon’s great leadership frameworks.)

2. Virtual and Hybrid Leadership

The challenge facing 43.4% of managers

Hybrid work changed everything about managing people. Most managers still apply in-person techniques to virtual environments, creating “productivity paranoia”—disconnected leaders who micromanage and erode trust.

“Management by walking around” dies when half your team works from different locations. Managers need new frameworks for building culture, maintaining performance, and fostering relationships across screens and time zones.

In practice: Master “management by checking in”—frequent, shorter, purpose-driven conversations. Read virtual body language. Facilitate engaging online meetings. Create rituals that maintain team connection across distances.

3. Emotional Intelligence and Resilience

The foundation 75% are missing

The most overlooked skill: managing your own emotional state while helping others navigate theirs. Our research shows 75% of middle managers experience burnout—making them the most stressed level in any organization. Nearly half (43.2%) feel fundamentally disconnected from work.

When managers can’t handle their own overwhelm, they can’t support their teams. This cascades downward: Gallup research confirms managers account for 70% of variance in employee engagement.

In practice: Build stress management systems beyond “take a deep breath.” Learn to absorb pressure from above while shielding teams below. Develop emotional stamina for leading people through uncertainty.

The Path Forward

Middle managers aren’t asking for miracles. They want practical training in the human side of leadership. Skills that can be learned, practiced, and mastered with the right support.

Organizations that see this as opportunity, not crisis, will win. When companies invest in developing these capabilities, they see dramatic improvements: better strategy execution, stronger culture, higher retention, improved results.

The question isn’t whether your middle managers need these skills—the research proves they do. The question is whether your organization will provide the support they need.

Because when you have confident, emotionally intelligent, communication-savvy middle managers, everything gets easier. Strategy gets implemented. Culture strengthens. People stay. Results soar.

The potential is already there.

We just need to notice it.

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The Optimism Library

Certified WHY Coach Program Framework

Learn the exact process Simon Sinek uses to help people discover their WHY and guide them to inspire others.

What You’ll Learn

By the end of the program, you’ll be able to:

  • Explain The Golden Circle and its components — WHY, HOWs, and WHATs
  • Guide someone through a WHY Discovery process that leads to a resonant WHY statement and actionable HOWs
  • Help people use their Golden Circle to make better decisions and create positive change in their careers and lives

You’ll also develop essential human skills you can use every day:

  • Building trust
  • Listening to understand
  • Asking better questions
  • Handling emotional conversations with care

How You’ll Learn

The program includes four structured units combining independent learning, live training, and practice:

Day 1 – The Foundation

  • Get to know The Golden Circle 
  • Find out what it means to bring a Golden Circle to life
  • Learn what a WHY Discovery is, how it works, and what the benefits are

Day 2 – The Human Skills

  • Hone the human skills to guide someone through a WHY Discovery:
    • Creating psychological safety
    • Asking effective questions
    • Engaging in active listening

Day 3 – The Process in Practice

  • Learn notetaking strategies that will help you facilitate a WHY Discovery session
  • Develop the analytic and collaborative skills you need to help someone identify and articulate their WHY and HOWs

Day 4 – The Golden Circle in Action

  • Apply everything you’ve learned to facilitate a full WHY Discovery
  • Learn how to wrap up a session
  • Prepare for your next steps to becoming a Certified WHY Coach

Program Details

Format: 4 live classes + independent learning + group practice

Duration: ~ 8-10  hours per unit (including independent learning and live classes) plus ~5 hours to complete the final exam

Certification Requirements:

  • Complete independent work
  • Attend and participate in all live sessions 
  • Pass a final exam and performance assessment

Your Support Team

  • Regular updates and reminders
  • Opportunities to ask questions
  • Personalized feedback from master trainers
  • Ongoing support through your final evaluation

Program and Participation Terms and Conditions

Our mission is to create a supportive learning environment where we grow together to help others. By joining, you agree to show up in service to one another.

Professional Expectations

  • Attend and participate in ALL live classes in their entirety.
  • Complete ALL assigned online coursework.
  • Must be fluent in English.
  • Show up to live classes, community spaces, and group work with respect, kindness, and gratitude.
  • Support your fellow participants with a service mindset.
  • Keep all personal stories shared during the WHY Discovery process confidential.
  • Approach the WHY Discovery journey with empathy, integrity, and care for those you serve.

Participant Cancellation and Transfer Policy

  • Cancel up to 10 days before your cohort start date: Full refund.
  • Cancel less than 10 days before: We’re unable to offer a refund at this stage.
  • Transfer up to 7 days before: You may transfer your spot to another participant for a $200 (USD) fee.

Recording and Photography

  • Participants may not record or screenshot sessions.
  • The Company will record sessions and make them available internally for 30 days.
  • By joining, you understand you may appear on screen and agree that recordings and photos may be used by the Company for program or marketing purposes.

If you prefer not to be included, please contact the team before the first session at [email protected].

Unleash Your Infinite Mindset

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The Art of Creating Fiercely Loyal Customers

Quantity: 1 quantity = 1 team of up to 20 participants

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Purchase: $999

The Art of Creating Fiercely Loyal Customers

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A spark is something quite small and, by itself, not very powerful. But a spark has the ability to ignite. An idea is like a spark; alone it is just a set of words, but it too can ignite. A great idea can inspire others to dream bigger. Let us all work together to ignite something greater than ourselves.

Let us all be a Spark of Optimism.