#434: How Unlocking Kindness Will Grow Your Business with James Rhee Teacher, Investor, CEO, National Bestselling Author, & Founder Of red helicopter

4 Nov 2025 · 47 min
Episode

4 Nov 2025 · 47 min

0:00

Podcast episode #434 (recorded June 2024) — Host Heather Monahan interviews James Rhee (teacher, investor, former CEO/chairman of Ashley Stewart, author of Red Helicopter). Rhee recounts his childhood "red helicopter" anecdote as a north star for generosity, describes leaving private equity to lead a struggling women-focused retail chain (Ashley Stewart) and the operational, cultural changes he implemented, and explains his leadership operating system centered on kindness and vulnerability. He frames Red Helicopter as a teaching platform (courses, music, future media) that blends practical financial/operational know-how with emotional intelligence to create both human and financial value. The episode includes personal turning points (his father’s death, his daughter’s near-accident), sponsor reads, and calls-to-action for the book and website.

Questions this episode answers

#434

June 2024

James Rhee

Red Helicopter

Howard University (Johnson Chair of Entrepreneurship), MIT Sloan School of Management, Duke Law School

Chapters

More from Heather

34:24
Podcast

Confidence Classic: Why Your Energy Attracts Everything Into Your Life with Heather!

2mo ago
34:20
Podcast

Confidence Classic: Staying Positive Through Every Setback with Heather!

2mo ago
31:51
Podcast

Confidence Classic: Turn Uncertainty Into Your Next Opportunity with Heather!

2mo ago
35:38
Podcast

Confidence Classic: Break Free From NEGATIVITY and Start Moving Forward with Heather!

2mo ago
23:14
Podcast

Confidence Classic: The Key to Unlocking Your Next Level with Heather!

2mo ago
37:56
Podcast

Confidence Classic: The Goal-Setting Habits That Turn Dreams Into Reality with Heather!

2mo ago
28:30
Podcast

Confidence Classic: The Mindset Shifts That Help You Break Out of a Rut with Heather!

3mo ago
46:56
Podcast

The Positive Habits That Build Better Leaders and Better Lives with Jon Gordon

3mo ago
32:39
Podcast

Confidence Classic: How To Turn Setbacks Into Strength and Gratitude with Heather!

3mo ago
46:28
Podcast

Confidence Classic: How to Go Bigger and Stop Holding Yourself Back with Heather!

3mo ago
31:39
Podcast

Confidence Classic: Start Before You Feel Ready, With Heather!

3mo ago
See all content