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Commercial Contractors: Don’t Make This Mistake When Requesting Payment

Hi there, Greg here from DYB Coach, also Green Pro painting out of Greenville, South Carolina.

​5 Steps To Getting Commercial Bid Invites

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Today, I want to talk to you about that famous phrase that most of you may have heard… “The squeaky gear gets the grease”.

And that’s said across the internet and in conversations, I do not know who has originally said it or how it was originally evolved, so credits to whoever that is.

But, this is pertaining specifically to commercial construction.

When you are first developing your payment process in commercial construction, typically you think it is kind of similar to residential, where you send an invoice and the customer receives it.

They cut a check and they tell you when it is ready to come and pick up, with very little follow-up, but that is hardly the case.

When there is commercial construction involved, you have to have a process before that, to follow up with clients and make sure that you get your checks on time.

This is because people in this day and age especially are overworked, everyone is doing the jobs of multiple people just because of the digital age, and them having access to computers, cellphones, etc.

Everyone is expected to do more than they possibly can in a given time, so you have to keep that in mind when it comes to applying for payments.

In our company, we send a payment application, then we send a follow-up email, making sure they’ve received all of it.

If everything looked as it was supposed to, we proceed with the follow-up, at least once a week minimum, every single week, until the payment comes in.

Make sure they review the process;

Is there any additional work orders?

Did the project manager sign off on those?

Do we have the numbers for them to include in our follow-up billing?

Things of that nature…

So, always keep in mind that the squeaky gear gets the grease.

Stay in touch with these people, stay on top of them, develop your process, and you will get your payments on time.

Thanks for dropping by. If you have any questions, feel free to send me an email at greg@dybcoach.com. Take care. You can do this!

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.

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​5 Steps To Getting Commercial Bid Invites