Do It Scared: Clay Harris Learns to Let the Team Cook

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Clay Harris spent years building an IT services company by following his instincts. But after the $5 million mark, he had to learn how to trust the judgment of team members who knew more about the day-to-day work than he did.

Today, Clay Harris is an EOS Implementer, but he spent more than two decades running a business himself. He co-founded WorkSmart IT while he was still at UNC Chapel Hill and helped grow the company to more than $20 million in annual revenue and over 100 employees.

In the early years, Clay and his partners handled problems as they came up. They listened to their instincts, worked hard, and figured things out along the way. It got them pretty far. But around $5 million in revenue and 30 employees, it started causing problems. The team wanted more direction; meetings werenโ€™t consistent; and the founders were reading management books and trying different ideas without much of a plan to tie them together.

Going from gut to real guidance

For years, Clay could stay close to the day-to-day work, see what was happening firsthand, and make calls based on his experience. Heโ€™d built a company based on instincts, and more often than not, those instincts served him well.

But the bigger WorkSmart got, the less Clay knew about every little thing happening in the business. His employees were closer to the work and usually had information he didnโ€™t. He says his gut โ€œkept getting less right,โ€ and the people around him kept getting more right.

Looking back, Clay admits he was slow to give people the freedom to make their own calls. He had smart employees who cared about the company. He just had to get comfortable letting them handle things without him.

His daughters have a phrase he now borrows when talking to leadership teams: โ€œLet them cook.โ€

Their way of handling something might look different from how the founder would do it, and thatโ€™s okay. A company can accomplish a lot more when good people have room to use their own judgment.

Are you still making certain calls because youโ€™re the best person to make them, or simply because youโ€™ve always been the one making them?

EOS gave WorkSmart another way to make the call

WorkSmart IT had already bought a couple of other companies before implementing EOS. Clay remembers those early acquisitions as a lot of hard work and figuring things out as they went. The team was smaller, and they were still learning how to bring two businesses together.

Things went differently once they had EOS in place.

WorkSmart went on to complete eight acquisitions, and EOS helped the leadership team decide which opportunities were worth pursuing. Clay says the Vision/Traction Organizer (V/TO) helped them figure out whether both companies wanted the same things before spending too much time working through a deal. Then their Core Values helped them decide whether the people and company cultures would fit together.

Clay saw how easy it was to get โ€œstars in their eyes around the dollar signs.โ€ The numbers mattered, of course. But buying a company that didnโ€™t fit WorkSmartโ€™s culture could create problems that werenโ€™t worth the extra revenue.

Once they bought a company, the Accountability Chart helped answer another big question: who was responsible for what? Clay wanted those responsibilities figured out early so the team could get to work. If someone said combining the businesses would take six months, he wanted to know whether they could do it in six weeks.

He wasnโ€™t expecting everything to go perfectly. In Clayโ€™s words, โ€œthe valueโ€™s in the speed, not in the perfection.โ€ They could work through mistakes as they came up instead of waiting until every detail was figured out.

If youโ€™re thinking about buying another business, you have to be willing to look beyond the price tag. Do you actually want to work with these people, and do you see the same future for the company?

But sometimes Clay was letting go too much

Learning to trust his team to โ€œcookโ€ was a big step for Clay. But he admits he didnโ€™t get everything right.

After spending years holding on to so many responsibilities, he went a little too far in the other direction. He had a strong leadership team, allowed them to do their jobs, and became too hands-off. Clay is now more conscious of the difference between delegation and abdication.

Giving someone responsibility doesnโ€™t mean handing them a problem and walking away. You still have to help them learn and get comfortable making their own calls. Leave them on their own too soon, and they might struggle. But keep stepping back in after theyโ€™ve taken ownership, and theyโ€™ll start wondering whether you really trust them.

Clay compares it to teaching a kid to ride a bike. You hold onto the seat while they find their balance. Once theyโ€™ve got it, you let go. If you reach back and grab the seat while theyโ€™re riding, youโ€™re probably going to mess them up.

Looking back, Clay wishes heโ€™d handed off some responsibilities sooner and stayed more involved with others. He had to learn when his team needed his help and when he was getting in their way. That lesson kept changing as the company grew.

You donโ€™t have to know exactly whatโ€™s coming next

In March 2020, WorkSmart faced another test. COVID brought a lot of uncertainty, and Clay and his partners didnโ€™t immediately agree on how to handle it. Like everyone else, they had no idea exactly what was coming.

Clayโ€™s approach was to focus on making the best next call with the information they had. WorkSmart made quick choices about working from home and how to keep taking care of clients. They didnโ€™t tell employees they had all the answers. Instead, they explained what they were doing, paid attention to how things were going, and made changes when necessary.

Clay puts it this way: leaders have to see the world as it is, not how they wish it was or fear it might be.

Being too afraid to act can hurt a business just as much as rushing into something without thinking. Sometimes you have to make the call, see how it goes, and adjust along the way.

When youโ€™re faced with a decision, ask whether youโ€™re missing information that would actually change the call, or whether youโ€™re just waiting until you feel completely comfortable.

Clay hears one teacherโ€™s advice when the answer isnโ€™t obvious

Years before WorkSmart and EOS, Clay had an English teacher named Tony Bryant. Mr. Bryant kept an old dot-matrix banner at the front of the classroom with three words on it: โ€œLook inside yourself.โ€

When a student asked a question nobody could really answer, or one where they already knew the answer but wanted someone else to say it, Mr. Bryant would simply point to the sign.

Clay still brings that phrase into EOS sessions today.

His father was absent for much of his childhood, and his mom raised him as a single parent. Clay remembers having wonderful people around him, but he learned early to depend on himself.

Mr. Bryantโ€™s sign reminded him of something he already knew: sometimes you have to believe in yourself and just make the call.

After nearly 25 years of running a business, though, Clay sees that advice a little differently. Trusting yourself doesnโ€™t mean assuming youโ€™re always right.

Heโ€™s learned to listen when his team knows something he doesnโ€™t, use EOS tools to help make decisions, and admit when he needs to try something different.

Today, he brings those lessons into his work as an EOS Implementer. He understands why founders have trouble handing things off because heโ€™s been there. He also knows how easy it is to step away too soon and leave people without enough support. He doesnโ€™t pretend to have every answer, even after all those years running a company.

Clayโ€™s best advice, and the one he wishes he had learned sooner, is simple: โ€œDo it scared.โ€ Most of the things people worry about turn out to be mirages.

Thereโ€™s always going to be some uncertainty when youโ€™re running a business. You wonโ€™t get every move right, and neither will your team. But you donโ€™t have to figure everything out yourself. Sometimes the best thing you can do is have faith in your people and get on with it.

To hear more from Clay about using EOS through eight acquisitions, learning when to step back, and doing things scared, listen to Episode 28 of the Hitting the Ceiling podcast.

For more ideas, questions, and lessons from inside the Visionary seat, subscribe to Mark Oโ€™Donnellโ€™s Clarity Break Thoughts newsletter.

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About the Author

Picture of Mark O'Donnell

Mark O'Donnell

Mark O'Donnell is passionate about helping entrepreneurs get what they want from their businesses. His Personal Core Focus is to help clients to clarify and crystallize their goals and objectives, and to take immediate actionable steps to achieve them. Mark is a 4-time Inc. 500|5000 entrepreneur with experience in high-growth organizations. Subscribe to my newsletter

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