Former tennis star Eugenie Bouchard reveals new romance with OpenAI boss Ian Hathaway as they're seen 'canoodling in pool' during intimate weekend away in Lake Como

Former professional tennis player Eugenie Bouchard, 32, has been linked romantically with OpenAI investment chief Ian Hathaway after the pair were photographed together during a weekend in Lake Como. Bouchard, who retired from professional tennis in 2025, was reportedly seen "canoodling in the swimming pool" and later walking hand-in-hand with Hathaway while wearing a cream mini dress.

"I know there’s been a lot of US/Europe AC discourse recently and some think we’ve probably talked about it enough," Bouchard wrote on social media while in the UK for Wimbledon duties. "But I am here to tell you that we have NOT been in the UK less than 24 hours and I feel like I’m on an episode of Survivor." She added color about her discomfort with the British heat, saying she "brushed [her] teeth last night while sweating profusely, slept without any blankets and I normally run cold!"

The relationship report comes after a busy period for both figures. Bouchard has received substantial praise for her debut broadcasting work at the Wimbledon Championships, where viewers complimented her commentary and on-court analysis. Social posts referenced in coverage lauded her contributions: "Amazing commentary and amazing doubles with Annett. Please come back next year for both!" and "Thank you for the great analysis and commentary, you have been a breath of fresh air!"

Ian Hathaway is identified as the leader of the investment fund associated with OpenAI, the U.S. AI research organisation best known for ChatGPT. The OpenAI Fund focuses on early-stage investments in AI companies across sectors including healthcare, law, education, and energy and infrastructure. Hathaway began his career as an economist and has worked with the fund since 2021. The piece notes he "took over the reins from CEO Sam Altman in 2024 after he stepped down."

• Eugenie Bouchard — former professional tennis player, retired 2025; recent Wimbledon broadcaster for the BBC.
• Ian Hathaway — leads the OpenAI Fund; worked for the fund since 2021 and assumed leadership in 2024.
• OpenAI Fund — invests in early-stage AI startups in healthcare, law, education, energy and infrastructure.

The report also contextualises Bouchard’s recent personal history: she dated Jack Brinkley-Cook in 2024 (the son of Christie Brinkley) and previously had a two-year relationship with former NFL quarterback Mason Rudolph that ended in 2022. Earlier relationships mentioned include investment banker Conor Davis in 2019 and ice hockey player Jordan Caron in 2017.

For Hathaway, the profile highlights a transition from economist to venture investor within one of the most closely watched AI organisations. The OpenAI Fund’s remit to back early-stage AI ventures places Hathaway at the intersection of technology investment and the rapid evolution of generative AI applications.

Outlook: if the reported pairing continues to draw public attention, it may further raise the profile of both figures — Bouchard as a media personality and Hathaway as a visible public face of AI investment. Bouchard’s positive reception as a Wimbledon pundit suggests she will remain in broadcasting circles, while Hathaway’s role at the OpenAI Fund will likely keep him prominent in conversations around early-stage AI financing and startup support.