painting business, painting contractor, painting, business coach, painting

Do Your Crew-Leaders Call You Too Often?

Hi there, Greg here from DYB Coach.

I wanted to share a little story with you, what my mentors have taught me about dealing with an employee that might reach out to you, and kind of push off decision making to you too frequently.

So, there are employees that don’t call you enough, and there are the ones that call you too much, and the ones that are just right.

How do you deal with guys or girls that are calling you too frequently?

Here is how you do it but it takes a little bit of time, so you have to be patient with it;

If someone calls you and asks you a ridiculous question, about something they should know the answer to, respond to them with, “I don’t know, what do you think?” and listen for the answer.

Keep doing that, over and over again.

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If you have a suggestion, say “That sounds like a great idea, or you can try this, which one of those things do you think would work better?”

Continue doing this for 30 days and watch how much it would change for you.

It’s one of those things that you just have to give them the confidence to make the decisions and let them know that it is okay if they make a mistake

Try it out, I hope it works for you.

P.S: Check us out on YouTube; “DYB Coach”, and our podcast; “The DYB Podcast”.

Also, feel free to drop a comment below, I would love to respond to you guys.

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About the Author

As many of you know, my journey has been one of grit, grace, and transformation. At 19, I was a high school dropout, single father, and struggling paint contractor in Michigan. I later moved to Florida, where I faced both personal and professional hardships. With nothing left to lose, I turned to prayer—and was blessed with a relentless hunger to learn. I devoured books, attended seminars, and discovered better ways to streamline and grow my business—even through the Great Recession (and yes, I did hit the wife lottery along the way!). In 2014, I published How To Double Your Business and later sold the painting business, launching a new chapter: coaching others to grow their businesses. For the past 10 years, I’ve dedicated myself to helping business owners scale through the DYB System, while also drawing from frameworks like EOS, Scaling Up, and The Four Disciplines of Execution. Yet something was still missing—something more adaptive, integrated, and complete. Then I found Pinnacle. After months of research and interviews with other Guides, I joined Pinnacle. Their tools and strategies have exceeded every expectation. Now, as a Pinnacle Business Guide, I help leadership teams implement a custom-tailored operating system that draws from the best in the industry—but flexes with your unique business. It’s a dynamic, proven approach to achieve clarity, momentum, and lasting growth. I’m no longer taking on any more 1:1 coaching clients… Instead, I now specialize in working with visionary business owners who are ready to get their leadership teams aligned—around a clear vision, a focused strategy, and an actionable execution plan. With the tools and process I now have as a Pinnacle Business Guide, I help turn alignment into momentum, and momentum into results. If your business is growing—but your leadership team isn’t fully rowing in the same direction—let’s talk.