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About Caleb Wininger

Hi there, I’m Caleb!

Way back in 1999, I needed a job so I started a simple window cleaning business in Detroit, Michigan. Fast forward to today and that “job” is now a thriving, fully automated 7-figure + organization called Lake State Cleaning.

Along the way, I’ve lived through it all: the paperwork, the team building, the financial challenges, the systemization, the setbacks, expansion and growth. Those experiences have taught me valuable lessons that I now seek to share with others who are on the same journey.

I’m passionate about helping small home service business owners develop the skills it takes to help them achieve their “why’s”. My personal mission is to help pros create a business that serves them, their customers, and their employees at the highest level, all at the same time.

I’m a graduate of the Goldman Sachs 10,000 Small Businesses program, a certified CONQUER business coach, a certified Behavioral Essentials coach, a partner in several other home service businesses, and a consultant to numerous companies in the home services SaaS space.

What is your coaching philosophy?

My coaching philosophy revolves around perspective, balance, and core values: CEOs need to invest in all of these. As a coach, I want to help owners see the big picture, stay laser-focused on their “why,” and make decisions that align with their values.

What is your superpower?

My superpowers are creating systems, processes, and procedures that produce consistent, repeatable results. I’m also great at helping pros clear their “head trash” so they can make wise decisions with more clarity.

What are your areas of expertise?

What are your personal interests?

Paddle boarding, Skiing, Cooking, Traveling To Weird Places, Learning Learning Learning!
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