The "would" implies speculation. It implies a conditional future. For fans of Jane Wilde, her entire discography poses the question: What would happen if I took the risk?

– Most likely a reference to Olivia Shakespear (or the archetype of the 'New Woman' she embodied). A novelist, playwright, and the lover and lifelong friend of W.B. Yeats. Olivia was a quiet revolutionary. She wrote novels about women's desire ( The False Laurel ) and created the character of the independent, thinking woman. Unlike Jane the muse or Oscar the martyr, Olivia is the craftswoman —the one who actually wrote and published, yet still remained in the shadow of a greater male genius (Yeats).

However, there is no famous literary paper or correspondence containing the exact phrase "Jane Wilde Olivia would." It is possible you are conflating a few different historical or literary facts.

In digital forums and pop culture subreddits, the phrase "would" is common internet slang used to express attraction or hypothetical interest in a celebrity. "Olivia Would" functions as a truncation of these discussions.

Most fans agree that the primary "would" refers to a collaboration. If Olivia Wilde directed a short film for a Jane Wilde song, it would break the internet. Jane would provide the haunting, intimate audio; Olivia would provide the stark, emotional visuals. Fans argue that Olivia's use of color in Booksmart mirrors Jane's use of reverb in her tracks—both are about the ache of growing up.

Born Jane Elgee in 1821, she defied the conventions of her conservative, Protestant Unionist upbringing to become a passionate advocate for Irish independence. Writing under the name (Italian for "Hope"), she became a pivotal figure in the Young Ireland movement during the 1840s.

Olivia Wilde (born Olivia Jane Cockburn on July 10, 1984) is an American actress, model, and producer. She was born to journalist Leslie Cockburn (née Johnston) and Canadian businessman Andrew Cockburn. Olivia Wilde's birth name is Olivia Jane Cockburn.

One of the most remarkable aspects of Jane Wilde's online presence is the sense of community she has fostered among her followers. The shared reference point of "Olivia Would" has created a sense of connection and belonging among those who engage with her content.