contractor wearting too many hats

Business Owners: How Many Hats Is Too Many Hats?

December 19, 20251 min read

Running a business means sometimes wearing a lot of hats. Part of that is normal.

What’s not normal is wearing all of them at the same time. Because at some point, “being hands-on” turns into:

Answering phones while on a job

Posting on social media once every three weeks

Doing paperwork at night

Making collection calls over the weekend

Remembering passwords to accounts you don’t even remember creating

Suddenly, you’re not just the owner—you’re the receptionist, marketer, scheduler, bookkeeper, collection agency and IT department. This might work for a while but at some point in your company’s growth trajectory, it will begin to hold you back.

The real danger of wearing too many hats isn’t that you’re bad at it. It’s that everything starts moving slower… because everything depends on you. Growth stalls. Burnout creeps in. And the business you built to gain freedom starts feeling more burdensome than the 9-5 you left behind to build it.

Here’s the good news: You don’t need to wear the hats better. You just need to take a few of them off.

My Best Employee helps take the everyday admin, marketing, and support work off your plate—so you can focus on what actually moves the business forward.

Less juggling.

More control.

Fewer hats.

Call (727-382-4433) or email ([email protected]) us today and let us show you how we can affordably and seamlessly integrate the tools you need to remove some of those hats and focus on the things that really matter.

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