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Meet Courtney J Winstead: Your Back-Office Support Expert

Courtney J Winstead brings over two decades of experience as a trusted bookkeeping professional, dedicated to empowering businesses of all sizes to thrive. Her journey began with a natural knack for numbers, honed during her early years working alongside her father in his company. Fueled by a passion for accuracy and efficiency, Courtney pursued her academic aspirations, earning degrees in Accounting and Business Management from Decker College in 2005.

Throughout her career, Courtney has been a driving force behind the success of numerous corporations, small businesses, and independent artists. Her tenure in corporate America saw her spearhead initiatives to streamline office operations and revamp accounting systems, delivering tangible results in organizational effectiveness and financial management.

With a deep-rooted commitment to supporting small businesses, Courtney founded Keep Your Books: Bookkeeping & Accounting firm in Louisville, Kentucky. Under her leadership, Keep Your Books has become a beacon of support for entrepreneurs, offering tailored solutions to meet their unique needs. Courtney’s expertise spans a wide array of services, including bookkeeping, accounting, business administration, and management, all aimed at fostering growth and prosperity across diverse industries.

In 2024, Courtney expanded the firm’s offerings with the launch of “Solved by KYB,” a new division dedicated to providing comprehensive business solutions services. Under the umbrella of Solved by KYB, Courtney and her team offer strategic consulting, process optimization, technology integration, and workflow management, empowering businesses to overcome challenges and achieve their full potential.

Known for her innovative approach and unwavering dedication to client success, Courtney is a trusted advisor and strategic partner. Her proficiency enables her to deliver tailored solutions that drive efficiency and maximize profitability.

Beyond her professional achievements, Courtney is deeply committed to ongoing learning and development. She stays at the forefront of industry trends and technologies, continually enhancing her skills to better serve her clients. A certified notary since 2016, Courtney expanded her service offerings to include We Get Signatures in 2020, providing invaluable notary services both in-person and remotely.

Looking ahead, Courtney is set to embark on new ventures, including workshops and LegalShield services, further solidifying her position as a leader in the realms of bookkeeping, accounting, and business advisory services.

In addition to her professional accomplishments, Courtney is an active member of esteemed organizations such as the Certified Bookkeeper, American Institute of Professional Bookkeepers, and National Association of Certified Professional Bookkeepers. She holds certifications in Google IT Support and Microsoft Data Analytics, underscoring her commitment to excellence and continuous growth.

With a blend of expertise, passion, and dedication, Courtney J Winstead is poised to continue making a profound impact on businesses and entrepreneurs seeking expert back-office support.

How We Help

Our suite of services and tools is designed to empower entrepreneurs and small business owners to better serve their customers and grow their businesses


Let us handle the day-to-day financial tasks, from reconciling accounts to preparing financial statements, so you can focus on driving revenue

Virtual Assistance

Delegate administrative tasks to our skilled assistants, freeing up your time to focus on customer interactions and business development.


Protect your business with access to legal advice and support, ensuring compliance and minimizing risks.

We Get Signatures

Simplify your document signing process with our convenient notary services, available both in-person and remotely. Whether you need documents notarized for business transactions or legal agreements, our certified notaries are here to assist you.

Solved by KYB

Our new division offers strategic consulting, process optimization, and technology integration services to streamline your operations and enhance customer service.

Get Started Today

Ready to reclaim your time and grow your business? Schedule a discovery call with our team or sign up for one of our subscription plans to get started.

Our Commitment

At Keep Your Books, we know that entrepreneurship is hard. That's why we're dedicated to making it easier for you. Our team is here to support you every step of the way, providing relief and solutions to help you succeed.

Feel the Relief

Don't just take our word for it. Hear what our satisfied clients have to say about their experience working with us.

What our clients say

Being a Notary myself, it speaks a lot about someone’s character when they are willing to share information and offer ideas! Courtney is my go to person when I have any questions! #collaborationovercompetition



She was a professional, patient person. Very expeditious! A perfect experience. Thank you!

Kevin Kouba

Kevin Kouba

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