Royals Eton-Educated, Wealthy and a Reality Star Brother: All About Pippa Middleton's Back-on Boyfriend James Matthews Pippa Middleton and James Matthews are said to have rekindled their romance By Simon Perry and Monique Jessen Published on January 14, 2016 02:15 PM Share Tweet Pin Email Photo: AKM-GSI He’s sporty, handsome and can hang out with mom – all potential reasons why Pippa Middleton is back on again with ex-boyfriend James Matthews. Matthews, 40, has been spending an increasing amount of time with the younger sister of Princess Kate, and the gorgeous pair are now said to have rekindled their relationship. Middleton, 32, split from longtime beau Nico Jackson in October, after dating for three years. A source tells PEOPLE, “It was a mutual decision to split but Pippa was very upset when it ended. They wanted different things.” Three months later, Matthews was spotted by Middleton’s side when she took a New Years vacation in St. Barts alongside younger brother James Middleton. Of course, that wasn’t the first time the pair, who originally dated back in 2012, have been spotted together following Middleton’s split from Jackson. On Dec. 2, Matthews joined Middleton, Prince William and Carole Middleton for a festive holiday concert that raised money for one of William and Prince Harry‘s favorite charities, the Henry van Strabenzee Memorial Fund. Middleton and Eton-educated Matthews, who runs Eden Rock Capital Management, also spent a bit of time together over the summer. In August, Middleton and her family vacationed at his parents’ hotel, Eden Rock, in St. Barts. (Clearly Carole approves of her daughter’s new guy!) Matthews also joined the younger Middletons when they took part in the grueling 47-mile Otillo swim-run in Sweden. Matthews paired up with James, 28, for the race and both teams raised money for the Michael Matthews Foundation, which was set up in honor of Matthews’ brother who died during a mountain climbing expedition. Matthews does also have a bit of a celebrity connection (aside from dating the sister of one of the most famous women in the world) with his younger sibling Spencer, who costarred in the hit British reality show, Made in Chelsea and had a stint on I’m a Celebrity Get Me Out of Here!.