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Financial solutions for everyday people.

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No suits, no ties,

just nice guys.

About Us

At Cashmore Financial Group, we believe that financial planning should feel empowering, not overwhelming. Our mission is to help everyday people achieve financial security by providing clear, personalized strategies that grow and protect their wealth. From retirement planning to debt elimination, we focus on what matters most—helping you live with confidence and peace of mind. With decades of experience and a team dedicated to understanding your unique needs, we’re here to guide you through life’s financial challenges and ensure your future is as secure as it is bright.

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Randy Cashmore

Randy Cashmore is a natural coach. After 25 years of coaching high school and college football, he now helps people navigate their investment and retirement challenges with the same guidance and encouragement. Randy is passionate about providing real-world solutions that lead to a confident, comfortable retirement.


“We focus on financial advice for the Average Joe and Jane,” Randy says. “Our guiding principle is simple: Treat others as we would like to be treated. We are ready to talk with you about your financial options for retirement.”


Randy attended  Murray State University with majors in history and economics. Following college Randy founded Big Fun Entertainment, where he pursued his passion for public speaking and coached football for over two decades. In 2000, after becoming a father, Randy joined an international financial firm for four years before deciding to open his own independent practice, where client needs always come first. Today, he runs Cashmore Financial Group with a focus on personalized financial strategies.


Randy and his wife, Kristin, have three children: Zachary, Nathan, and Abigail. Outside of work, Randy enjoys history, music, sports, and is a self-proclaimed "transportation buff" with a love for old cars and model trains.

The heart and soul of our firm.

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Zack Cashmore

Zack is a lifelong resident of Grayslake and attended Grayslake Central High School. He is competitive, principled, and loyal to those who count on him. Unafraid to take the road less traveled.


In 2017 Zack toured Ireland with a group of high school all-American football players for a playing tour of the country. Upon returning from Ireland and despite dozens of football scholarship offers, Zack decided not to play football in college and went on to attend Illinois State University. Ironically it was at Illinois State where he realized his desire to become a journalist would be a career choice riddled with political overtones and unethical behavior.


Thus Zack’s journey led him to partner up with Cashmore Financial Group. His knowledge, work ethic, and commitment to doing what right makes him an invaluable asset to our firm.


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