Your Team


Meet Our Financial Planning Team

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Paul A. Caylor, CFP®

Founder & Chief Financial Strategist

Raised in Green Bay, WI, I learned the values of resilience and hard work from my family. My father, a high school history teacher, and my mother, who juggled roles as a mom and a secretary, greatly influenced my upbringing.
I started working with a paper route, then at a ceramic studio at 16. I earned a Bachelor of Science in Organizational Communications from the University of Wisconsin-Oshkosh and worked in the hospitality industry during college. My financial career began at ITT Financial Services, included roles at Community First Credit Union and Bank One, and by 1998, I became a Regional Vice President of Investments at Thrivent.
In 2001, I relocated to Colorado and transitioned into a Financial Consultant role. In 2003, I earned the CERTIFIED FINANCIAL PLANNERTM certification. I founded my own firm, Prudent Wealth, in 2020, specializing in working with engineers. We went virtual in 2022, and later moved to Huntsville, AL in 2023. I reside with my wife Natalia and our two dogs, we have six children. With over 30 years in the financial industry, my career reflects dedication, integrity, and continuous learning. These values guide my approach with clients at Prudent Wealth.

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Judy Fletcher

Client Service Specialist

As a Client Service Specialist at Prudent Wealth, I take pleasure in providing quality service to our clients, and I have earned a reputation for consistently fulfilling my commitments to them. My ability to attentively listen is a quality in which I take pride, and I am fueled by the opportunity to utilize my skills and experience for the collective advantage of our team.
In 2016, I transitioned into retirement following an extensive career in both the telecommunications and financial industry. Not long after retiring from full-time work, I embraced a part-time administrative role working for Paul. This part-time engagement offers me the flexibility I desire, while allowing me to stay connected with the professional sphere. Though originally from Minnesota, I have resided in various locations due to my husband's military career, calling Colorado home since 2002. The scenic beauty of the mountains continues to captivate me, and I spend my leisure time traveling, gardening, indulging in retail therapy, and enjoying walks with my miniature schnauzer, Bart.

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Bella & Osito Caylor

Office Mascots

Bella, an English Golden Retriever, was born in Nunn, CO, on May 15, 2021, and she officially joined the Prudent Wealth Team on July 15, 2021. Collaborating from home alongside Paul, Bella's weight has increased from a mere 10 lbs. in May 2021 to a healthy 75 lbs. today. Her temperament is characterized by a ceaseless energy and joy. With a penchant for greeting people and playing with her favorite toys, Bella is known for her love of naps and her all-or-nothing approach to life. Her relationship with her older canine sibling, Osito, is marked by playful interactions.
Osito, whose name translates to 'Teddy Bear,' was born on September 5, 2013, though his exact birthdate remains uncertain. He became a member of Prudent Wealth in 2014. A Chihuahua mix, Osito's diminutive stature is belied by his 9 lbs. weight and his assertive presence as the Alpha dog of the household. Osito can often be found in Paul's office, comfortably situated on his blanket. His affections extend to snuggling and engaging with his younger sister, Bella. Wherever he goes, his charming demeanor ensures that he is the center of attention, with people invariably desiring to hold him.