The Unexpected Split: What Really Happened To Ronan Farrow And Jon Lovett's Decade-Long Engagement?

The relationship between investigative journalist Ronan Farrow and political commentator Jon Lovett was, for over a decade, one of Washington and Hollywood’s most celebrated power couplings. Their partnership, which began in 2011, spanned the Obama White House, the founding of Crooked Media, and Farrow’s Pulitzer Prize-winning reporting, culminating in a charmingly unique engagement proposal written into a draft of Farrow’s book, Catch and Kill. However, as of today, December 11, 2025, the narrative has shifted dramatically: the high-profile engagement is over, and Lovett has quietly moved on, now engaged to a new partner.

The quiet conclusion of their decade-long romance and subsequent engagement—which lasted from 2019 until around 2022 or 2023—shocked many fans who had followed their seemingly perfect life together. The most recent and defining update is the news of Lovett's new chapter: the co-founder of Crooked Media is now engaged to Ari Schwartz, a colleague from his media company, with the announcement having been made publicly in March 2025. This pivot marks the definitive end of the Farrow-Lovett era and the beginning of a new, equally high-profile partnership for the political podcaster.

Biographies: Ronan Farrow and Jon Lovett—A Tale of Two Powerhouses

To understand the magnitude of their former partnership, one must first appreciate the individual careers of these two media titans. Both men carved out remarkable paths in the worlds of journalism and politics, often intersecting with the highest echelons of power and influence.

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Ronan Farrow: Journalist, Activist, and Pulitzer Prize Winner

• Full Name: Satchel Ronan O’Sullivan Farrow
• Born: December 19, 1987, in New York City, U.S.
• Family: Son of actress Mia Farrow and filmmaker Woody Allen.
• Education: Graduated from Bard College at age 15; attended Yale Law School; Rhodes Scholar at Oxford University.
• Career Highlights: Served as a State Department official in Afghanistan and Pakistan. He is a contributing writer for The New Yorker. Won the Pulitzer Prize for Public Service in 2018 for his investigative reporting on Harvey Weinstein, which was detailed in his best-selling book, Catch and Kill: Lies, Spies, and a Conspiracy to Protect Predators.

Jon Lovett: Speechwriter, Podcaster, and Crooked Media Co-Founder

• Full Name: Jonathan Ira Lovett
• Born: August 17, 1982.
• Career Highlights: Served as a presidential speechwriter in the Barack Obama White House from 2009 to 2011. He also worked for Hillary Clinton. Co-founded the progressive media company Crooked Media in 2017 with former Obama aides Jon Favreau and Tommy Vietor. He hosts the popular political podcasts Lovett or Leave It and co-hosts Pod Save America.

The Story of the Lovett-Farrow Romance: From 2011 to the Proposal in Print

The relationship between Ronan Farrow and Jon Lovett began in 2011, long before either achieved their current level of public recognition. Their partnership was characterized by a shared commitment to progressive politics, media, and a sharp, witty public persona. They were often seen as the embodiment of the modern, intellectual gay power couple in the media landscape.

The most iconic moment of their relationship occurred in 2019, when Farrow revealed the unique way he proposed to Lovett. In a draft of his investigative memoir, Catch and Kill, Farrow included a passage that read: "Jonathan, for the record, even though we’ve been together for a decade, I should mention that I’m fully aware that this book is not the most romantic setting in which to propose. But I love you. Will you marry me?".

Lovett’s reaction, as Farrow recounted, was one of surprise and joy, with the podcaster reportedly responding, "Sure.". The story of the proposal—a romantic gesture hidden within a searing exposé—became a viral sensation, perfectly encapsulating their blend of high-stakes professional life and deeply personal, playful connection. Despite the engagement, Farrow later shared in an interview that wedding preparations were "on the back burner," prioritizing their demanding careers over immediate marriage.

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The Quiet Breakup and Jon Lovett’s New Engagement to Ari Schwartz

The highly public nature of their engagement made its quiet end all the more surprising. While the exact date of their separation is not widely known, reports indicate the relationship concluded around 2022 or 2023, effectively ending their engagement. Unlike the viral proposal, the breakup was handled with a level of privacy that is rare for two individuals so constantly in the public eye. Neither Farrow nor Lovett made a formal, joint announcement, allowing the news to surface through updated biographical details and new relationship developments.

The definitive sign that the Farrow-Lovett chapter had closed arrived in early 2025. On March 15, 2025, Jon Lovett announced his engagement to his new partner, Ari Schwartz.

Who is Ari Schwartz?

Ari Schwartz is not a stranger to Lovett's professional world; he serves as the Chief of Staff at Crooked Media, the company Lovett co-founded. This means the new couple share a deep professional connection, having worked closely together within the political media sphere. Schwartz, like Lovett, is deeply embedded in the progressive political advocacy and podcasting ecosystem that Crooked Media represents. The engagement to a colleague marks a shift for Lovett, transitioning from a relationship with a Pulitzer-winning journalist to one with a key operational figure within his own company.

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The news of the Lovett-Schwartz engagement, which was announced on social media, quickly became a major talking point, confirming the end of the previous chapter and signaling a new, exciting future for the Pod Save America host. While details about the upcoming wedding remain private, the couple has been featured publicly, including on Crooked Media platforms, celebrating their new status as "newly soonie-weds".

The Legacy of a Decade-Long Partnership

Despite the end of their romantic relationship, the decade-long partnership between Ronan Farrow and Jon Lovett remains a significant part of their public history. They navigated the difficult terrain of high-pressure careers—Lovett in the aftermath of the Obama administration and Farrow during his explosive investigative work on the #MeToo movement—while maintaining a committed, loving relationship.

Their story is a testament to the complexities of modern celebrity relationships, where personal lives are often intertwined with high-stakes professional endeavors. While they are no longer together, both Ronan Farrow and Jon Lovett continue to shape the media and political landscape. Farrow continues his groundbreaking work with The New Yorker, while Lovett remains a central figure at Crooked Media, using his platform on Lovett or Leave It and Pod Save America to influence political discourse. The quiet dissolution of their engagement and Lovett’s subsequent new engagement to Ari Schwartz serves as a powerful reminder that even the most celebrated couples can have a private, unexpected final chapter.