In his second season, Chiaramonte helped guide the women to a 15-0 start which is the best start for any sport in Siena history. The Saints ended their season with an 18-2 record and 6-1 conference record. Chiaramonte assisted in helping the Saints earn another MAAC Tournament berth and a chance to take the title from Quinnipiac.
For the men, Chiaramonte helped the Saints pick up five victories in the 2016-17 season, which was the most wins since the 2012-13 season. Siena finished the conference season with a 3-4 record that marked a fifth place overall finish in the standings. The Saints just missed out of the MAAC Tournament which takes the top-four teams.
In his first season with Siena, Chiaramonte aided the women's team to their first MAAC Tournament appearance since 2006. Three players in the women's lineup posted double-digit victories in singles during their 2015-16 campaign. Allysa Singh boasted 15 wins, including a perfect 7-0 record in conference.