The air hangs heavy at Mercedes headquarters. Hamilton, the face of the Silver Arrows for an era-defining decade, will be leaving the team and joining Ferrari next season, replacing Carlos Sainz and partnering with Charles Leclerc.
This leaves a gaping hole in the Mercedes garage, and Wolff faces a critical decision on who will replace the seven-time champion.
The Brit, for his part, remains laser-focused on his final season with Mercedes, hoping to secure at least one victory before their journey together concludes.
The sting of the 2021 season finale in Abu Dhabi, where a controversial late-race call by Michael Masi snatched the championship from his grasp, still lingers.
A race win, at least, would be a fitting farewell after a winless streak stretching back to the 2021 Saudi Arabian Grand Prix.
However, Hamilton now needs to talk with Wolff to discuss his historic move to Ferrari next season.
Hamilton: 'I don't know how to navigate'
This isn't entirely unfamiliar territory for Hamilton, as he switched from McLaren to Mercedes in 2013.
However, there's a crucial difference between his past switch and this one. His previous transfer was announced much later in the 2012 season, on September 28th.
Now, with a significant chunk of the 2024 season yet to unfold, Hamilton acknowledges the uncharted territory he finds himself in.
"I think it will start with a conversation with Toto, because I don't know how to navigate", the Briton told Autosport.
"I've never been in this position before at this point of the year.
"When I was leaving McLaren, it was towards the end of the season. I didn't get to go to Mercedes till, I think, it was in December when I had my first seat fit, after the season was done. I'm not quite sure how I'm going to navigate it."