About Us

Ashley Durham

President & CEO,  Diamond level – QuickBooks Pro-Advisor, Certified Public Bookkeeper, Licensed Tax Preparer 

With a true passion for finance and eager to work more directly with small business owners, Ashley took her decade of corporate accountant experience and founded Skyline Bookkeeping. 

While her prior background experience involved a variety of different industries, that has provided her with the opportunity to be able to customize and adapt QuickBooks for nearly any business or situation. Her greatest triumph comes from helping clients establish systems and strategies that provide valuable financial information while also keeping their businesses running smoothly with minimal time and effort. 

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Jessica Benefield

Bookkeeper, QuickBooks Pro-Advisor

Born and raised in the Pacific Northwest, Jessica and her husband have two small children and a mini Aussie. She finds solace in gardening and being outdoors. 

Bringing a multifarious background in small business accounting, she has been able to easily adapt to the individual needs of our clients. Having worked extensively in QuickBooks Enterprise with large inventories and builds, she currently is working on obtaining additional QuickBooks Pro-Advisor certifications. 

Jessica has been a terrific addition to the team at Skyline Bookkeeping, having shown a true calling and love for helping small businesses grow and succeed. 

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Amberlee Anderson

Assistant Bookkeeper

Amberlee’s bookkeeping journey began in 2011 when her mother introduced her to what would soon become her passion. She has a deep appreciation for numbers, client satisfaction and dedication to her work ethics.

A native of the dessert of Southern Utah, Amberlee transitioned to the beautiful Pacific Northwest in 2016. Multifaceted outside of the office, her creative side showcases work in silversmithing and painting.


(503) 217-4448 ext.4


Cayly Batchelor

Executive Assistant

A true Oregonian through and through -- Cayly comes from the heart of Portland. Recently graduated from the University of Oregon (Go DUCKS!) she strives as the hub for all client relations and office administration.

Having a true passion for the outdoors, she finds immense joy in exploring the beautiful state which she calls home.


(503) 217-4448 ext.3

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Office Fun-Haver

Sirus enjoys long walks during break time, greeting all our clients with kisses and offering up his favorite toy for your entertainment. He appreciates the small things in life, like chasing squirrels and getting treats from the mailman.

If you’re looking for a pick-me-up, we’ve got your guy.