Hugo Rosa and his wife became parents to Keno Don Hugo Rosa on June 29, 1951. The boy was named after both his father and grandfather. Gioachino was called 'Keno' for short.
His favourite comic books while growing up were reportedly Uncle Scrooge by Western Publishing and the Superman titles by DC Comics.
He entered the University of Kentucky in 1969. He graduated in 1973 with a Bachelor of Arts degree in civil engineering.
Rosa later talked them into letting him feature adventures starring Lancelot Pertwillaby and drew the story Lost in (an alternative section of) the Andes. (The title is a reference to Lost in the Andes!, a Donald Duck story by Carl Barks, first published in April, 1949.) The so-called Pertwillaby Papers included 127 published episodes by the time Rosa graduated.
Meanwhile Rosa participated in a fanzine. His contribution was An Index of Uncle Scrooge Comics. According to his introduction: "Scrooge being my favorite character in comic history and Barks my favourite pure cartoonist, I'll try not to get carried away too much."
After receiving his bachelor degree, Rosa continued to draw comics as a side job. He did not earn very much though from his creations. His main source of income came from working in the Keno Rosa Tile Company, a company founded by his paternal grandfather and which had by that time been taken over by Hugo Rosa.
Rosa authored and illustrated the monthly "Information Center" column in the fanzine "The Rocket's Blast Comicollector" from 1974 to 1979. He also revived the Pertwillaby Papers from 1976 to 1978.
Rosa took a chance at more professional cartooning with his creation of the comic strip character Captain Kentucky for the Saturday edition of the local newspaper Louisville Times. Captain Kentucky was the superhero alter ego of Lancelot Pertwillaby. Publication started on October 6, 1979. The comic strip ended on August 15, 1982 after the publication of 150 episodes. After three years with Captain Kentucky, Don decided that it was not worth the effort. He retired from cartooning and did not draw a single line for the next four years. Years later, as his fame grew, his non-Disney work was published by the Norwegian publisher Gazette Bok in 2001, in the two hard-cover books The Pertwillaby Papers and The Adventures of Captain Kentucky.
Son of the Sun was a huge success and was nominated for a Harvey Award. The plot of the story was exactly the same as his earlier story Lost in (an alternative section of) the Andes. As Don Rosa formulated it, he was just "(...) turning that old Pertwillaby Papers adventure back into the story it originally was in my head, starring Scrooge, Donald, the nephews, and Flintheart Glomgold."
Don Rosa did a few more comics for Gladstone till 1989. He then stopped working for them because the policies of their licensor Disney did not allow for the return of original art for a story to its creators. This was unacceptable to Don Rosa, since a part of his income came from selling the originals. Without that extra money, he could not make a living drawing comic books.
After making some stories for the Dutch publisher Oberon, the publishers of an American Disney children's magazine called DuckTales (based on of the animated series of the same name) offered him employment. They even offered him a much higher salary than the one he received at Gladstone. Don made just one script (Back in Time for a Dime). The publishers never asked him to make more, and due to problems with receiving the payment, he didn't care.
In 1991 he started creating The Life and Times of Scrooge McDuck, a twelve chapter story about his favorite character. The series was a huge success, and in 1995 he won an Eisner Award for best continuing series. After the end of the original series, Don started producing additional "missing" chapters. Some of the extra chapters were turned down by Egmont because they were not interested in any more episodes. Fortunately, the French publisher Picsou was eager to publish the stories. From 1999, Don started working freelance for Picsou as well. Some of these chapters were recently compiled as the Life and times of Scrooge McDuck Companion.
During early summer 2002, Don Rosa suddenly laid down work. As an artist he could not live under the conditions Egmont was offering him, but he did not want to give up making Scrooge McDuck comics either. So his only choice was to put down work for a while and try to come to an agreement with Egmont. His main issues were that he had no control over his works. Don had discovered far too often that his stories were printed with incorrect pages of art, improper colors, poor lettering, or pixelated computer conversions of the illustrations. Another matter was that his name was used in promotion of books and collections of stories without his agreement and without sending royalties to him.
He came to an agreement with Egmont in December of the same year, which gave him a bit more control over the stories and the manner in which they were publicized.
In 2008, Rosa underwent eye surgery. On June 2, 2008, during an interview at the Danish Komiks.dk fair, Don stated that he would not do any more Disney comic, citing three reasons: Eye troubles, finding out how low his pay as a professional Disney artist was (he made more money from selling his personal comic collection than in 6 years of working for Egmont), and repeated copyright/royalties issues with many international publishers.
Don remains popular with readers across Europe but considers himself rather obscure in his native United States.
In Europe, Don Rosa is recognized as one of the best Disney comics creators ever. Carl Barks and Don Rosa are some of the few artists who have their name written on the covers of Disney magazines when their stories are published. His stories are very easily recognized due to his unique drawing style, his pictures being extremely detailed. Rosa enjoys including subtle references to his favorite works of fiction as well as his own previous work. He normally uses about 12 frames per page, instead of the more common 8. He needs to use the extra frames because his stories usually are too long to be published if he does not minimize them.
Don Rosa has a huge following in Finland, and in 1999, he created a special 32-page Donald, Scrooge, Gearloose & nephews strip for his Finnish fans; Sammon Salaisuus (translates to The secret of the Sampo, but it is officially named The Quest for Kalevala in English), based on the Finnish national epic, the Kalevala. It was published in many other countries as well. The cover for the comic book was a spoof of a famous painting by Akseli Gallen-Kallela.
Don's drawing style is considered much more detailed and "dirtier" than that of most other Disney artists, living or dead, and often likened to that of underground artists, of which he is most frequently compared to Robert Crumb. When Don was first told of this similarity, he felt rather estranged, because he had never even read an underground comic before and also because he soon found out about underground-related themes he would never tackle, and he went on to explain these similarities to underground artists with a similar background of making comics as a hobby:
Barks either created most of the characters used by Don or is credited for greatly developing their personalities. Rosa thus feels obliged to make his stories factually consistent. He has spent a lot of time in making lists of facts and anecdotes pointed out in different stories by his mentor. Especially The Life and Times of Scrooge McDuck was based mostly on the earlier works of Barks. Don admitted however that a scene of the first chapter was inspired by a story by Tony Strobl.
In the story Attack of the Hideous Space-Varmints, the asteroid with Uncle Scrooge's money bin on it crashes into the Moon among with two missiles, creating a large Mickey Mouse head on the surface. When Huey, Dewey and Louie tell Scrooge that the missiles hit the dark side of the Moon, Scrooge is thankful no one is going to see it - "For a minute there, I thought we were going to have some legal problems."
In the second Rosa story featuring The Three Caballeros, Donald Duck is shocked by the sight of a capybara standing on its hind legs, with shrubs, leaves and fruit in front of its body, coincidentally making it look like Mickey Mouse. José Carioca and Panchito Pistoles, never having seen Mickey Mouse, ask Donald what is wrong, but Donald replies he is just tired. Later in the same story the Caballeros free several animals from a poacher and one panel shows the animals flee. Mickey can be seen among them.
In The Quest for Kalevala this running gag can be seen on the original, Akseli Gallen-Kallela -inspired cover art. In the original work, Louhi is depicted as bare-chested, but the Disneyfied version has been drawn a top, of fabric patterned with Mickey Mouse heads.
His work has won Rosa a good deal of recognition in the industry, including nominations for the Comics' Buyer's Guide Award for Favorite Writer in 1997, 1998, and 1999. Heidi MacDonald of Comics Buyer's Guide also mentioned Rosa's 1994 story Guardians of the Lost Library as "possibly the greatest comic book story of all time".
In 1995 he was awarded the Eisner Award for "Best Serialized Story" for The Life and Times of Scrooge McDuck
His story The Black Knight GLORPS Again! has recently been nominated for the Eisner Award 2007 in the category Best Short Story. He has also been nominated for 2007 Harvey Awards in five categories (more than any other creator for this year) for Uncle Scrooge comics: Best Writer, Best Artist, Best Cartoonist, Best Cover Artist, and Special Award for Humor in Comics.