About Us

Meet Our team

See for yourself the team that makes your boating dreams possible!

Behind Chessie Marine

The people behind your best days on the water

At Chessie Marine, our team is built on decades of passion for boating, deep industry knowledge, and a commitment to exceptional customer service. For over 30 years, we’ve cultivated strong relationships with leading manufacturers, suppliers, and boating enthusiasts to provide top-quality new and used boats, accessories, and full-service support across Maryland and beyond.

Every member of our team brings hands-on experience from helping you find the perfect wakeboard or pontoon boat to offering expert maintenance, repair, and financing guidance—ensuring every customer enjoys a smooth, trusted boating experience from first contact through ownership. Our dedication to community, craftsmanship, and boating excellence drives everything we do.

Leadership

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Bryan and Melissa Buckland

Owners, Managers, Lovers & Friends
bryan.buckland@chessiemarine.com
melissa@chessiemarine.com

Sales

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S-Jon Buchanan

Sales Support Manager and Owns a Dodge Ram

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Chris "Bud Lite" Buckland

Sales Manager and Boss's Son
410-920-2573
chris.buckland@chessiemarine.com

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Andy "Godfather" Palko

Sales and GM, Pro Surfer, Hunk, and Website Editor
443-553-3798
andy@chessiemarine.com

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Brian "Cadillac" Sinclair

Carolina Skiff Salesperson Manager and Subway Spokesperson
brian@chessiemarine.com

Managers

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Jamie "The Raven" Oals

Service Manager , Shop Mom, and Interpretive Dancer
4106202628
jamie@chessiemarine.com

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Tommy Shirley

Parts Manager
4106202628
tommy@chessiemarine.com

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Judi Shanahan

Warranty Manager and Party Animal

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Jen "Stalker 365" Fleming

Accounting Manager (working to put kid through Hockey)

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Daryl "Inmate 005862" Slate

Delivery Captain Manager and Person of Interest

Technical

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Jake Webb

Malibu Technical Manager and High School Student

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Jason "Montgomery" Burns

Fiberglass Repair Manager, Tech, and Constantly Complaining

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Cory

Technician 410-620-BOAT

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Austin "Swipe Left" Lee

Tech Support Manager and Covid Positive

Have a question or need help choosing the right boat?