Host Warren Wandling takes you behind the scenes to get to know a variety of leaders and the keys to their success. Discover strategies, tools, and insights from leaders and entrepreneurs who have overcome obstacles to build resilience and achieve lasting impact.

Episode 132 – Behind the Mask of Success with Lisa Skeffington

 

 

 

You can look successful on the outside and still feel overwhelmed within.

You meet deadlines. You support others. You keep moving forward. But beneath the accomplishments, are you carrying anxiety, self-doubt, or the pressure to prove you’re good enough?

In this episode of How to Become an Obstacle Buster, Warren Wandling welcomes Lisa Skeffington, psychotherapist, self-esteem expert, executive coach, and founder of Empowered Momentum Ltd.

With more than 25 years of experience, Lisa brings a perspective on the internal struggles that can hide behind outward achievement—and why those struggles deserve attention.

Looking Beneath the Surface

The pressure to perform can make it difficult to acknowledge when you’re struggling. When others see you as capable and dependable, admitting you need support may feel especially uncomfortable.

This conversation explores high-functioning anxiety, the expectations we carry, and what can happen when we continue pushing without addressing what is happening internally. Lisa also introduces psychodynamic mentoring and how her approach differs from traditional therapy and executive coaching.

In This Episode

  • The personal obstacles that shaped Lisa’s work.
  • Common challenges that can hide behind success.
  • What high-functioning anxiety can look like and warning signs leaders should notice.
  • The impact of continually performing and meeting others’ expectations.
  • A closer look at psychodynamic mentoring.

A Question to Consider

Where am I putting pressure on myself to appear as though I have it all together?

Leadership with purpose includes becoming more aware of what is happening within you. Recognizing a struggle can be an important step toward seeking support and moving forward.

Listen to “Behind the Mask of Success with Lisa Skeffington” using the player on this page

 

Learn more about Lisa’s work and explore her resources: