#110: Your Empathy Might Be Making You a Worse Leader
Executive Commute With Jayson Krause
Release Date: 07/22/2026
Executive Commute With Jayson Krause
It’s been a busy summer at Level 52. Rather than publishing our regular August newsletter, we spent the month recording conversations for with leaders, entrepreneurs and coaches who challenged my thinking in unexpected ways. Some conversations confirmed things I believed. Others completely overturned them. This month’s newsletter is a collection of ideas I haven’t been able to shake.
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info_outlineEmpathy gets treated like a personality trait: you either have it or you don't. Roxana Radulescu, Level 52 coach and facilitator, argues that's wrong. It's a muscle, and most leaders are either overusing it, avoiding it, or using it to avoid the hard conversation instead of having it.
In this episode of The Executive Commute, Jayson Krause talks with Roxana about what empathy actually is (her definition: care plus trust), what it isn't (sympathy, agreement, an excuse to skip feedback), and where it goes wrong at the top of organizations. They dig into a Yale psychologist's argument that empathy fuels bias and tribalism, why holding more power tends to erode it, and whether "care first" leadership is a real strategy or just a nicer way to describe layoffs.
They cover:
- Empathy defined: care plus trust, not sympathy
- The line between empathy and judgment
- The case against empathy: bias, favoritism, and in-group tribalism
- Why power erodes empathy (and what that means for executives)
- Empathy's role in high-stakes, high-performance teams
- A simple starting point for building the empathy muscle
If you've ever held back a hard conversation because you "didn't want to make it worse," or wondered whether empathy and high standards can coexist, this conversation will change how you think about both.
Follow Jayson Krause
YouTube: https://www.youtube.com/channel/UC3Voc2qOmcqGKfqy6CDiZOw
LinkedIn: https://www.linkedin.com/in/jayson-krause/
0:00 - Introduction
0:34 - How Roxana Became a Coach
1:28 - Coaching a Room Full of Experts
2:39 - What Qualifies Someone to Talk About Empathy
4:55 - Defining Empathy: Care Plus Trust
7:39 - Empathy Mapping and the Right Use of Empathy
10:07 - The Opposite of Empathy: Arrogance and Judgment
11:06 - Judgment vs. Appraisal
12:25 - The Case Against Empathy (Paul Bloom)
13:56 - When a Leader Has Too Much Empathy
16:09 - Balancing Empathy With Getting Things Done
21:08 - Naming the Emotion in the Room
23:52 - What Matters More Than Empathy: Feedback
27:14 - What Is Self-Empathy?
28:06 - True or False: Does Promoting Empathetic Leaders Spread Empathy?
29:00 - Power and the Erosion of Empathy
31:08 - "Care First" Leadership vs. Corporate Doublespeak
32:16 - Empathy in the Face of Layoffs
35:02 - The Real Roots of the Word Empathy
36:09 - True or False: Are Women Wired to Be More Empathetic?
38:10 - True or False: Does Empathy Lead to Fairer Decisions?
41:20 - Empathy in High-Performance Environments
42:53 - Can You Have Connection Without Empathy?
45:02 - Would You Rather: Deep Empathy for Your Circle vs. Moderate Empathy for All
49:09 - The Cost of Carrying Empathy
50:40 - A Real Example: Giving Feedback With Empathy
52:16 - Empathy as a Muscle: Where to Start
54:24 - The Worst Advice About Bringing Empathy to Leadership
56:26 - Closing Thought