Tom Holland accidentally bumped into Dafoe while he was cloaked, and this was how the two first met on set. To preserve the secrecy of the film's production and prevent his appearance from being leaked, Willem Dafoe walked around the set with a cloak covering his costume.For his appearance in the film, Alfred Molina was digitally de-aged to make him appear as he had in Spider-Man 2 (2004) and his mechanical tentacles were created through CGI, rather than through puppetry like in his first film.Alfred Molina, meanwhile, joked that he was only in it for the paycheck before confirming that he liked the story a lot before signing on. Foxx was particularly pleased that he wouldn't be blue this time. Jamie Foxx and Willem Dafoe were very excited to play their respective villains again.To make up for the fact that his character was now bald, Simmons insisted on keeping Jameson's cigar and mustache for this film, wanting to carry over some aspects of his portrayal in Sam Raimi's trilogy to the MCU. Simmons also expressed excitement in adapting Jameson to the modern era, describing him more as a media blowhard than a newspaper editor.

When Marvel approached him to reprise his role in Spider-Man: Far from Home (2019) and this film, he jumped at the chance. Jonah Jameson in Sam Raimi's Spider-Man Trilogy and was heartbroken that he wouldn't be able to revisit the character in a fourth movie.

Benedict Cumberbatch has admitted that he did not read the full script for this film, wanting to surprise himself with the final product.

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