
Hiring Your First (or Next) Senior Person. What Most Business Owners Get Wrong
From The Everett Coaching Podcast by Rich Everett
March 15, 2026 · 10 min · Episode 80
About this episode
Rich Everett discusses the common pitfalls business owners face when hiring senior personnel and the necessary preparations for successful integration.
Hiring a senior person can be one of the most important decisions a business owner makes. It’s often seen as the next step in growth, someone who can take ownership, reduce pressure, and help the business move to the next level. But many senior hires fail, not because the person was wrong, but because the structure around the role wasn’t ready. In this episode, Rich explores why senior hires often struggle and what business owners need to have in place before bringing someone experienced into the team. If you’ve ever thought, “I just need someone senior to help take things off my plate,” this conversation will be particularly relevant. In this episode we cover: • Why many business owners hire senior people too early • The difference between relief hiring and strategic hiring • The structural mistake that causes most senior hires to fail • Why clarity of role and authority matters more than capability • The leadership shift required when bringing in senior people • What needs to exist in your business before a senior hire can succeed To learn more visit: https://www.everettcoaching.com
People in this episode
Host: Rich Everett
Topics covered
- hiring
- business growth
- senior hires
- leadership
- strategic hiring
- business structure
Keywords
- senior hiring
- business owners
- leadership shift
- role clarity
- strategic hiring
- business structure
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