Serena Pitt’s Family Made Shirts To Support Her On‘The Bachelor’ Korin Miller Just yesterday it seemed like there were nearly 40 contestants on Matt James' Bachelor season. Now, there are only four women competing for his heart, and that coveted final rose is mere weeks away. One of the remaining women is Serena Pitt, who seemed like she connected with Matt from the first time they met. Serena clearly caught his eye, because she got two one-on-one dates. That valuable extra time with Matt seems to have paid off. Now, she gets to bring her family for some pandemic-safe meet-and-greets for"hometowns" week at Nemacolin Woodlands Resort.