Callaway is the founder and CEO of Callaway Arts & Entertainment, a company that publishes illustrated books, mobile applications, computer-animated television series, and "branded lifestyle products". The company's book publishing division, Callaway Editions, specializes in the design, production and publication of high-quality illustrated books on the arts, design, fashion and photography. Titles include: Alfred Stieglitz: Photographs & Writings, Georgia O'Keeffe ’s One Hundred Flowers, Irving Penn’s Passage, 'Madonna' ’s Sex, Diana: Portrait of A Princess, The Art of Make-Up by Kevyn Aucoin, A Nation Challenged: A Visual History of 9/11 and its Aftermath, a series of children's books by Madonna beginning with The English Roses, the Callaway Classics series of fairy tales, and OBAMA: The Historic Journey, co-published with The New York Times.
In 2012, he co-founded and was the CEO, then Chairman of Happy Studio, a company for the development of "lifestyle apps" for Apple's iOS devices, with headquarters on Union Square in New York City.
In August 2010, with an investment from Kleiner, Perkins, Caufield, and Byers, Callaway founded Callaway Digital Arts (CDA), which publishes children’s applications for Apple’s iPad, iPhone, and iPod family of products. All of CDA’s apps have risen to No. 1 in their category in the App Store, including Miss Spider’s Tea Party, Miss Spider’s Bedtime Story, Sesame Street’s The Monster at the End of This Book and Thomas & Friends: Misty Island Rescue, and the early learning literacy and numeracy series, Endless Alphabet.
In 1994, Callaway published Miss Spider's Tea Party by David Kirk, which has sold 5 million copies worldwide. Subsequently, Nicholas Callaway and David Kirk founded Callaway & Kirk Company LLC, which is dedicated exclusively to the creations of David Kirk. Other products include: more than seventy Miss Spider titles; the CGI Nova the Robot book series; the Sunny Patch line of children's lifestyle products featured at Target stores for 7 years and subsequently acquired by the educational toy company Melissa & Doug; and Miss Spider's Sunny Patch Friends, a 3-D computer-animated television series that has aired on Nick Jr. in the US and in many other countries around the world since its debut in 2005.
Nicholas Callaway graduated from Harvard University with a degree in Classics and Fine Arts, where he studied with Robert Fitzgerald and Emily Vermeule. He undertook early fine art photography and design studies at MIT with the founder of Aperture, Minor White, with designer Muriel Cooper, and with portrait photographer Wendy Snyder McNeil.
From 1977-1979 Callaway was the first director of Galerie Zabriskie in Paris, where he curated and mounted many notable photography exhibitions, (many for the first time in Europe) including Harry Callahan, Lee Friedlander, Henri Cartier-Bresson, Eugène Atget, Berenice Abbott, Ansel Adams, William Klein, Man Ray and others. His final exhibition, French Avant Garde Photography Between the Wars, rediscovered for the first time photographers including Brassaï, Dora Maar, Claude Cahun, Eli Lotar, Germaine Krull, Roger Parry, Maurice Tabard, Jean Moral and Moï-Ver.
- Digitalbookworld.com Nicholas Callaway on building the publishing company of the future
- L'oeil de la photography A passage with Penn by Nicholas Callaway
- Money.cnn.com December 2003
- NySun.com Meet Madonna's publisher Nicholas Calloway
- NYsun.com Meet Madonna publisher Nicholas Callaway, April 19, 2005 on the Business section
- Prnewswire.com June 21, 2012
- Teleread.com Print publisher Nicholas Callaway sees apps as the future of publishing