Calderwood earned her BFA in Communication Design from Syracuse University in 1991, then moved to New York City and gained editorial design experience with such notable studios as Walter Bernard Milton Glaser Design, Inc., and Paul Davis Studio. Taking this experience to magazine publishers, she served as a staff/consulting art director to help redesign, launch and create special issues for publications such as Premiere, O, The Oprah Magazine, Worth, Ms. Magazine, Brooklyn Bridge, Spin, Victoria and Offspring. In 2001, as art director of Real Simple, Calderwood helped to redesign and reposition the magazine. It subsequently went on to win The Society of Publication Designers “Magazine of the year finalist” as well as earning Advertising Age’s “Magazine of the Year” in 2002. In 2008, as creative director, Calderwood branded, designed, art directed and launched National Geographic’s Green Guide as a national consumer magazine.
During her career Calderwood has gained several publishing industry awards including SPD “Design Merit” for EveryDay with Rachael Ray magazine, Min Magazine’s “Hottest Magazine Launch” for Green Guide, “Silver awards” for Real Simple magazine, SPD “Design Merit” for Premiere, SPD “Design Merit” for Worth magazine, SPD “Entire Issue Design Merit” for U&lc as well as the Silver Award from the Art Directors Club for her work with Paul Davis Studio on U&lc magazine.
Books: Rizzoli, Stewart Tabori & Chang, Clarkson Potter, Potter Craft, Harper Collins U.S. and U.K., Rodale, Taunton, Quadrille, Jacqui Small, W. W. Norton, Reader's Digest and Conran Octopus.
Magazines: Meredith, National Geographic, Hearst, Hachette, Time Inc., Reader's Digest Association Inc., The Feminist Majority Foundation, American Express Custom Publishing, Latina Media Ventures, NBOA and Spin Media.