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In September 1960, it was reported that Disney had wanted to discuss [[Dean Jones (actor)|Dean Jones]] for the lead role as Tom.[{{cite news |last=Hopper |first=Hedda |author-link=Hedda Hopper |date=September 24, 1960 |url=https://www.newspapers.com/newspage/201599380 |title=McCarey Is Working on Pearl Buck Tale |newspaper=[[Chicago Daily Tribune]] |at=Part 1, p. 15 |via=[[Newspapers.com]]}}] By January 1961, Ray Bolger was cast as a villain for the first time in his career.[{{cite news |last=Hopper |first=Hedda |author-link=Hedda Hopper |date=January 16, 1961 |url=https://www.newspapers.com/newspage/386199084/ |title=Entertainment: Harvey Will Star in 'Five Finger' Bolger Villain in 'Toyland'; Myrna Fahey in Metro Movie |newspaper=[[Los Angeles Times]] |at=Part IV, p. 10 |via=[[Newspapers.com]]}}] [[Gene Sheldon]], best known for his role of Bernardo in the Spanish Western television series ''[[Zorro (1957 TV series)|Zorro]]'',[{{cite news |last=Tinee |first=Mae |date=November 26, 1961 |url=https://www.newspapers.com/newspage/374625647/ |title=Gene Sheldon Beats Drums for 'Toyland{{' "}} |newspaper=[[Chicago Daily Tribune]] |at=Part 5, p. 15 |via=[[Newspapers.com]]}}] appeared alongside his ''Zorro'' co-star, [[Henry Calvin]]. Tommy Kirk played a supporting role.[{{cite magazine|magazine=Diabolique Magazine|first=Stephen|last=Vagg|title=The Cinema of Tommy Kirk|url=https://diaboliquemagazine.com/the-cinema-of-tommy-kirk/|date=September 9, 2019}}] According to Annette Funicello, Tommy Sands beat out [[Michael Callan]] and [[James Darren]] to play the male lead.{{sfn|Funicello|Romanowski|1994|page=[https://archive.org/details/dreamiswishyourh00funic/page/128 128]}} |
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In September 1960, it was reported that Disney had wanted to discuss [[Dean Jones (actor)|Dean Jones]] for the lead role as Tom.[{{cite news |last=Hopper |first=Hedda |author-link=Hedda Hopper |date=September 24, 1960 |url=https://www.newspapers.com/newspage/201599380 |title=McCarey Is Working on Pearl Buck Tale |newspaper=[[Chicago Daily Tribune]] |at=Part 1, p. 15 |via=[[Newspapers.com]]}}] By January 1961, Ray Bolger was cast as a villain for the first time in his career.[{{cite news |last=Hopper |first=Hedda |author-link=Hedda Hopper |date=January 16, 1961 |url=https://www.newspapers.com/newspage/386199084/ |title=Entertainment: Harvey Will Star in 'Five Finger' Bolger Villain in 'Toyland'; Myrna Fahey in Metro Movie |newspaper=[[Los Angeles Times]] |at=Part IV, p. 10 |via=[[Newspapers.com]]}}] [[Gene Sheldon]], best known for his role of Bernardo in the Spanish Western television series ''[[Zorro (1957 TV series)|Zorro]]'',[{{cite news |last=Tinee |first=Mae |date=November 26, 1961 |url=https://www.newspapers.com/newspage/374625647/ |title=Gene Sheldon Beats Drums for 'Toyland{{' "}} |newspaper=[[Chicago Daily Tribune]] |at=Part 5, p. 15 |via=[[Newspapers.com]]}}] appeared alongside his ''Zorro'' co-star, [[Henry Calvin]]. Tommy Kirk played a supporting role.[{{cite magazine|magazine=Diabolique Magazine|first=Stephen|last=Vagg|title=The Cinema of Tommy Kirk|url=https://diaboliquemagazine.com/the-cinema-of-tommy-kirk/|date=September 9, 2019}}] According to Annette Funicello, Tommy Sands beat out [[Michael Callan]] and [[James Darren]] to play the male lead.{{sfn|Funicello|Romanowski|1994|page=[https://archive.org/details/dreamiswishyourh00funic/page/128 128]}} Sands and Funicello had dueted on the title track for the Disney film ''The Parent Trap''.[{{cite magazine|date=22 April 2026|access-date=22 April 2026|first=Stephen|last=Vagg|magazine=Filmink|title=Not Quite Movie Stars: Tommy Sands|url=https://www.filmink.com.au/not-quite-movie-stars-tommy-sands/}}] |