Juniors Calvert, originally from
Winnipeg, won his first provincial junior title in 2014, and
skipped Manitoba at the
2014 Canadian Junior Curling Championships. There, his team of
Kyle Kurz,
Lucas Van Den Bosch and
Brendan Wilson lost one game, en route to their first national junior title. In the final, they defeated New Brunswick's
Rene Comeau to earn the right to represent Canada at the
2014 World Junior Curling Championships. At the Worlds, they had less success, finishing the round robin with a 6–3 record. This put the team into the playoffs, but they lost to Switzerland in the 3 vs. 4 game, and then lost to Norway in the bronze medal game, settling for fourth place. The team won their second-straight provincial junior crown in 2015 and represented Manitoba again at
2015 Canadian Junior Curling Championships. Again, the team lost just one game in the round robin, and again won the national title. This time they had to beat Saskatchewan's
Jacob Hersikorn rink to earn the right to represent Canada at the
2015 World Junior Curling Championships. They would fare much better at the 2015 World Juniors, losing just one game in the round robin. In the playoffs, they beat Switzerland's
Yannick Schwaller twice to claim the gold medal. Team Calvert played in their first men's provincial championship in 2015 at the
2015 Safeway Championship. Despite just being a junior team, the rink posted a 5-1 record in the knockout tournament, making it to the championship round, where they lost to former World Champion
Jeff Stoughton in the 3 vs. 4 game. During the
2015–16 season, Team Calvert had two playoff appearances on the tour. They reached the final of the North Autocorp Thanksgiving Charity Open and the quarterfinals of the
Mother Club Fall Curling Classic. The team also competed in the Manitoba Junior provincials where they looked to defend their title for a third straight year but lost in the page playoffs to
Derek Oryniak. Calvert played as an alternate for the
Trevor Loreth team at the
2016 Viterra Championship, but the team won just two games.
Men's Starting in the
2016–17 season, the team aged out of juniors together and moved on to men's play. In their first season out of juniors, the team won their first tour event at the
Man Curl Tour Classic. They also reached the finals of the
MCT Championships and the Ken Kurbis Galaxy Bonspiel. At the
2017 Viterra Championship, the team missed the playoffs with a 1–2 record. In their first event of the
2017–18 season, Team Calvert won the
Icebreaker at The Granite. Elsewhere on tour, they made the semifinals of both
The Sunova Spiel at East St. Paul and the King Spud Classic and the quarterfinals of the MCT Championships and the
KKP Classic. Despite their tour success, Team Calvert lost both of their opening games at the
2018 Viterra Championship and were eliminated. Team Calvert revamped their front end for the
2018–19 season, bringing on
Ian McMillan to play second and
Rob Gordon to play lead. The team had a fairly successful first season together, beginning with the
2018 Icebreaker at The Granite where they won the event title. They also won
The Sunova Spiel at East St. Paul and the
Thistle Integrity Stakes the following two months and had semifinal appearances at both the
DeKalb Superspiel and the
KKP Classic. The team also played in three Grand Slam events, failing to qualify for the playoffs in any of them. At the
2019 Viterra Championship, they were eliminated in the championship round. The following season, the team would only win one tour event, the
Atkins Curling Supplies Classic, where they went undefeated to claim the title. Elsewhere on tour, the team had semifinal appearances at the
2019 Cargill Curling Training Centre Icebreaker, the
2019 AMJ Campbell Shorty Jenkins Classic, the
Mother Club Fall Curling Classic and the
2019 China Open where they represented Canada. Team Calvert only qualified for one slam that season, the
2019 Tour Challenge Tier 2, where they missed the playoffs with a 1–3 record. At the
2020 Viterra Championship, the team failed to qualify for the championship round as they were knocked out in the B Qualifier by 2020 World Junior champion
Jacques Gauthier. During the abbreviated
2020–21 season, Team Calvert played in two events, reaching the semifinals in the Atkins Curling Supplies Classic and missing the playoffs in the MCT Cargill Curling Training Centre Fall Classic. Due to the
COVID-19 pandemic in Manitoba, the 2021 provincial championship was cancelled. As the reigning provincials champions, Team
Jason Gunnlaugson was chosen to represent Manitoba at the
2021 Tim Hortons Brier. However, due to many provinces cancelling their provincial championships due to the
COVID-19 pandemic in Canada,
Curling Canada added three Wild Card teams to the national championship, which were based on the
CTRS standings from the
2019–20 season. Team Calvert ranked three places to low in the rankings to qualify for the event, ranking just below
Glenn Howard,
Tanner Horgan and
Scott McDonald. The team began the following season with two finals appearances at the Mother Club Fall Curling Classic and the Atkins Curling Supplies Classic, winning the latter. The team also had enough points to qualify for the
2021 Canadian Olympic Curling Pre-Trials for a chance to qualify for the
2021 Canadian Olympic Curling Trials. At the Pre-Trials, they finished with a 2–4 record, missing the playoffs. Due to their early success, Team Calvert qualified for the
2021 National Grand Slam event, where they finished with a 1–3 record. At the
2022 Viterra Championship, the team qualified through the A event with two straight victories, and then won their first championship round game to reach the 1 vs. 2 page qualifier. They then lost two straight games to
Mike McEwen and
Ryan Wiebe, not qualifying for the playoffs. They wrapped up their season at the
2022 Best of the West where they lost in a tiebreaker to
Karsten Sturmay. Starting in the
2023–24 curling season, Calvert formed a new team with
Corey Chambers as third,
Kyle Kurz as second, and
Brendan Bilawka as lead. In their first season together, they would compete in the
2024 Viterra Championship, where they would go undefeated until losing to
Team Carruthers 6–3 in the final. The following season, Team Calvert would continue to find success on the Manitoba Curling Tour, winning the
Atkins Curling Supplies Classic,
DeKalb Superspiel,
MCT Showdown, and
MCT Championships. Calvert would again compete in the
2025 Viterra Championship, where they would again go undefeated before losing to Carruthers in the final. Their results over the past two seasons would qualify Team Calvert for the
2025 Canadian Olympic Curling Pre-Trials. At the Pre-Trials, Calvert would have a strong week - finishing first in the round robin with a 5–2 record, but would finish in second place, losing to Manitoba rival
Jordon McDonald 2–1 in the best-of-three final for the sole spot at the Olympic Trails. They would also play in the
2026 Bunge Championship, the Manitoba men's provincials, where they would again face provincial rivals Team McDonald in the final, but this time would win 10–7 in an extra end. This was Calvert's first Manitoba men's title, qualifying the team to represent Manitoba at the
2026 Montana's Brier. At the Brier, the team made it to the championship round, where they were eliminated by defending champion (and the Olympic gold medallist)
Brad Jacobs rink. ==Personal life==