The Leadership Skill Nobody Teaches (But Every CEO Needs) | Richard Yep
2026-02-04 · 35 min · 14 entities
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Link in episode "The Leadership Skill Nobody Teaches (But Every CEO Needs) | Richard Yep": https://topemployermistakes.com/
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The Leadership Skill Nobody Teaches (But Every CEO Needs) | Richard Yep
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Episode description as stored
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 – Pivots and new ventures
29:24 – Advice for entrepreneurs
32:36 – Conclusion and resources
👤 About the Guest:
Richard Yep is the Vice President of Vetted Solutions , bringing decades of leadership experience from nonprofit organizations and executive search. He specializes in helping organizations navigate leadership transitions, build inclusive cultures, and make strategic decisions that align with core values.
Connect with Richard Yep:
LinkedIn: https://linkedin.com/in/richardyep
🚀 Ready to Make Your Business Official?
Join Aisha’s FREE weekly webinar , Make Your Business Official , and learn how to build, brand, and bulletproof your business with confidence.
👉 Register here: https://www.igotnext.co/training
👉 Grab your FREE Legal Guide at:
https://www.topemployermistakes.com
🔗 Stay Connected with Sedgwick Andrews
Follow us across all platforms for legal tips, business strategy, and boss-level motivation:
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