O.B. returns for Max and Steph's wedding. O.B. and Summer plan to move to New York and Max agrees to join him after the wedding is cancelled. Steph later convinces him to marry her. On the morning of the wedding, Max starts to experience chest pains and is rushed to hospital. Steph and Max finally marry. Max gives O.B. a watch inscribed with the words Best Man, Best Mate. Tom is playing in the road and doesn't see Niall Rafferty's car hurtling towards him. Max gets him to safety, but was mortally wounded in the process. O.B. held Max as he died. He writes a eulogy for Max's funeral, but he and Tom couldn't bear to attend. Tom decides to stay with Steph instead of leaving with O.B. who plans to return to London. Steph, Tom, Mandy, and Cindy gather in the street to say goodbye. O.B. looks to the Drive'n'Buy, where he briefly sees Max, nodding a silent farewell. Jack Osborne and Tom visit him while he is staying in London in June 2010. O.B. returns to the village in November 2016 when he discovers that Tom has gone missing along with the rest of the Osbornes.