Oakland Athletics Toboni began his front office career with the
Oakland Athletics in 2013.
Boston Red Sox In 2015, Toboni joined the
Boston Red Sox as an intern in baseball operations. In 2016, Toboni was named an Area Scout before becoming the Assistant Director, Amateur Scouting later that year. In 2020, he became the Director, Amateur Scouting. He was named Vice President, Amateur Scouting and Player Development in 2023, before being named Assistant General Manager later that year. During his tenure, Toboni has played a central role in modernizing the Red Sox’s amateur scouting and player development departments. Under his leadership, the organization has drafted and developed several standout players, including Tanner Houck, Jarren Duran, Roman Anthony, Kristian Campbell, and Marcelo Mayer, as well as other rising players such as Triston Casas, Chase Meidroth, Kyle Teel and Brandon Montgomery. From 2019 to 2024, Toboni led the Red Sox’s
farm system from being ranked 30th to 1st overall by
Baseball America and MLB Executives. In 2024, executives across MLB voted the Red Sox as one of the best organizations at drafting, as well as developing hitters.
Washington Nationals The
Washington Nationals, slumping to a last-place finish in the
National League East amid a difficult
2025 season, hired Toboni as the new head of their baseball operations department. They held an introductory press conference for Toboni at
Nationals Park on October 1, 2025, officially naming him as President of Baseball Operations. Toboni is currently the youngest top team executive in MLB. As head of baseball operations, Toboni quickly moved to overhaul the Nationals' front office, player development system, and team staff. He hired 33-year-old
Blake Butera as manager, making him the youngest MLB team manager in over 50 years, and 31-year-old
Anirudh Kilambi as general manager, another historically young hire. He also brought over some former Red Sox colleagues, including field coordinator Andrew Wright to serve as a special assistant and scouting director Devin Pearson as assistant manager overseeing player development, and
Pittsburgh Pirates scouting director Justin Horowitz as assistant general manager overseeing player acquisitions. Toboni also kept on
Mike DeBartolo, who served as interim general manager during the second half of the Nationals' 2025 season, as senior vice president and assistant general manager overseeing baseball operations. == Personal life ==