Caleb Wininger started his first home services business in 1999. Over the years, he has developed a talent for identifying and solving problems in business through the use of systems. A deep and careful thinker, Caleb has a unique talent for bringing new perspectives to any project or organization.
In recent years, Caleb has developed a passion for supporting other small home service business owners, with the goal of helping them achieve their entrepreneurial and life goals. Serving as a certified CONQUER coach has given him new opportunities to connect with and impact owners at a high level.
November 1999
In the fall of 1999, with no resources, no contacts, and no plan, Caleb started a window cleaning company in the metro-Detroit area.
June 2003
Quickly, LSC gained momentum. Caleb successfully carved out a niche in the luxury estate demographic. Lake State Cleaning became the go-to exterior cleaning provider for many of Michigan’s most prominent residents.
October 2005
After several years of wearing the owner/operator hat, Caleb recognized the need to build a strong team. He threw himself into learning everything he could about business management, entrepreneurship, and team development. As a result, Lake State Cleaning’s growth accelerated.
August 2011
In the mid-2000’s, Lake State Cleaning added additional services to its suite of offerings. Power washing and soft washing were natural add-ons to window and gutter cleaning. This shift in focus would ultimately take LSC to new heights in terms of revenue, market share, and overall direction.
July 2015
In the summer of 2015, Caleb built a quite impressive rock cairn on the shores of Lake Michigan. This really has nothing to do with anything, I just think it’s cool.
July 2015
Lake State Cleaning was awarded Best Of 2015 in the exterior cleaning category in our market… basically without even trying. They sent us this nice sheet of (wrinkled and creased) paper to let us know.
July 2019
In 2019, Caleb was accepted into the coveted Goldman Sachs 10kSB program, held at Wayne State University in Detroit, MI. During this 4-month “mini-MBA” crash course, Caleb made deep personal and professional connections and was nominated by his peers to serve as Cohort Ambassador.
January 2020
Award Winner & Speaker
The 2019 CONQUER Summit was held in Lake Tahoe, CA. Caleb spoke to an audience of over 250 home service pros on the topic of perspective. He was also privileged to receive several awards, including the first-ever Golden Carabiner award. The winner of this annual award is recognized as the year’s top contributor to the CONQUER community.
February 2020
Featured Speaker & Hacking Workshop Host
Caleb was a featured speaker at Responsicon 2019. He spoke on the topic of memorable customer experiences. He also hosted a hacking workshop on building compelling proposals. This event, with over 300 contractors in attendance, is the home service industry’s premier sales conference. Caleb’s company, Lake State Cleaning, also won the “GOAT Award” for being the company with the most quotes sent through Responsibid.
August 2020
By the summer of 2020, Lake State Cleaning had grown to surpass $1,000,000 in revenue, with over 20 team members. Despite the ups and downs caused by the COVID-19 pandemic, the team was stronger than ever. Caleb handed over day-to-day operations to a strong management team and began to explore new professional interests.
January 2021
Caleb has enjoyed the privilege of joining some of the leading home services podcasts as a special guest and subject matter expert. The Nicejob Podcast, Fight Club 4 Business, and The Jill’s Office Podcast are a few of his favorites.
December 2020
At the end of 2020, Caleb achieved is goal of becoming a Certified CONQUER Coach. CONQUER is the world’s leading coaching and mentorship organization that is exclusively focused on small home service businesses. After participating in the program as a client for several years, Caleb was thrilled to transition into a coaching role.
January 2022
Workshop Facilitator, Panel Speaker & Award Winner
At the 2022 CONQUER Summit, Caleb served as a workshop coach, working closely with a number of home service pros from around the country. He also joined the coach’s panel, where he participated in a Q&A session with an audience of over 300 home service business owners. The event was capped off for Caleb when we won “The Q Award”, the only one of it’s kind, as recognition for his unique contributions to the CONQUER program and community.
August 2022
Guest Speaker & CONQUER Booth Host
At the 2022 Huge Convention, Caleb was privileged to speak to an audience of over 100 pros on the topic of effective systems creation. He also enjoyed hosting the CONQUER booth at the trade show, where he was able to connect with numerous home service business owners.
October 2022
In the Fall of 2022, Caleb was thrilled to earn a Coaching Certification from Behavioral Essentials, the world’s most respected behavioral assessment and modification organization. Caleb is excited to continue learning more about this field and how it can be used to help home service business owners level up their teams.