# The Leadership Skill Nobody Teaches (But Every CEO Needs) | Richard Yep

Page: https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/the-leadership-skill-nobody-teaches-but-every-ceo-needs-richard-yep
Text version: https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/the-leadership-skill-nobody-teaches-but-every-ceo-needs-richard-yep.md
Podcast: [Do Small Business Like a Big Boss Podcast](https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760)
Published: 2026-02-04T16:05:51+00:00
Episode link: https://api.riverside.com/hosting-analytics/media/34da3614b15396e269a5543e2789b2769a8e03d0576136ef55b4a3c715895467/eyJlcGlzb2RlSWQiOiIxYTM1NGMzOS01ZDAyLTRmODgtOTI1NS05NjQ5ODY2MmI4ZWIiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjk4MzcwNjQwNDQ4OTEzMDgwYTYwOTcwL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI2LTItNF9fMTctMTQtMjgubXAzIn0=.mp3
Audio file: https://api.riverside.com/hosting-analytics/media/34da3614b15396e269a5543e2789b2769a8e03d0576136ef55b4a3c715895467/eyJlcGlzb2RlSWQiOiIxYTM1NGMzOS01ZDAyLTRmODgtOTI1NS05NjQ5ODY2MmI4ZWIiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjk4MzcwNjQwNDQ4OTEzMDgwYTYwOTcwL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI2LTItNF9fMTctMTQtMjgubXAzIn0=.mp3
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JSON: https://stenobird.com/v1/public/podcasts/do-small-business-like-a-big-boss-podcast-7627760/episodes/the-leadership-skill-nobody-teaches-but-every-ceo-needs-richard-yep
Duration seconds: 2096

## Resource

In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill , Founder and Principal Attorney at Sedgwick Andrews Legal & Consulting, LLC , sits down with Richard Yep , Vice President of Vetted Solutions , to talk about the real challenges of leadership—especially the difficult transition from being someone’s peer to becoming their boss. Richard brings decades of leadership experience from nonprofit organizations and executive search, sharing hard-earned insights on building inclusive cultures, hiring the right people, and making values-based decisions even when they come at a cost. This conversation explores what worked, what didn’t, and what every entrepreneur, CEO, and emerging leader needs to hear as they grow their organization. 🎧 What You’ll Learn in This Episode: How to navigate the awkward but essential transition from peer to boss without losing trust Why hiring for passion over perfect qualifications attracts the right talent to small businesses How to balance finances with growth—and why patience often matters more than speed How inclusive leadership improves decision-making and organizational effectiveness When to delegate, how to let go, and why listening is a leadership superpower The real cost of values-based decisions—and why they define organizational integrity Practical advice for entrepreneurs preparing to scale ⏱️ Episode Timestamps: 00:00 – Introduction 02:54 – Navigating the challenges of leadership 05:53 – Hiring and attracting talent in small businesses 08:54 – Balancing finances and growth 11:55 – Common challenges for CEOs and nonprofit leaders 14:53 – The importance of communication and inclusivity 17:47 – Delegation and letting go 20:35 – Values-based decision making 23:35 – Building an inclusive culture 26:39 – Piv…

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