Boldy was born on April 5, 2001,[2] to parents Todd Boldy and Jennifer Gruttadauria.[3] His father, Todd, was a football player at the University of Maine[4] and currently serves as a member of the Attleboro Police Department.[5] He was born in Millville, but his family moved to Millis when Boldy was in the fourth grade.[6]
Boldy joined the USNTDP for the 2017–18 USHL season and led the team with 11 goals and four shorthanded goals in 13 games as a rookie.[7] In his first year of draft eligibility, Boldy received an A rating on NHL Central Scouting Bureau's preliminary players to watch list.[7] He returned to the USNTDP for their 2018–19 season and recorded 33 goals and 48 assists for 81 points in 64 games.[2] Upon signing his letter of intent at Boston College for the 2019–20 season, Boldy said "playing at BC was always a dream of mine...when I got the chance it was hard to pass up. I grew up going to their games and being around there. When I got the chance it was a pretty easy choice for me."[9]
In his sophomore season with Boston College, he led the Eagles in scoring with 11 goals, 20 assists and 31 points in 22 games of the shortened 2020–21 season. Boldy was named a Hobey Baker Award Top Ten Finalist before opting to end his collegiate career. On March 31, 2021, Boldy was signed to a three-year, entry-level contract with the Wild and was assigned to their American Hockey League (AHL) affiliate, the Iowa Wild, for the remainder of the season.[11]
Professional
On January 6, 2022, Boldy made his NHL debut, scoring the game-winning goal against the Boston Bruins in the Wild's 3–2 win.[12] On February 14, 2022, Boldy earned his first NHL hat trick against the Detroit Red Wings in the Minnesota Wild's 7–4 win.[13] He finished his first season with the Wild with 15 goals and 24 assists in 47 games.
On January 16, 2023, the Wild signed Boldy to a seven-year, $49 million contract extension.[14]