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On 22 February, Tedesco played for the Sydney Roosters in their 2020 World Club Challenge victory defeating St Helens R.F.C. 20-12.

On 12 September at the Rugby League Players’ Association's awards night, Tedesco was voted player of the year by his peers.

Tedesco played in all 3 games of New South Wales' successful origin campaign in 2019, ultimately winning the Wally Lewis Medal for best player in the series. He scored two tries in the deciding game at ANZ Stadium, the 2nd one winning NSW the game in the 79th minute. In Round 20 against the Gold Coast, Tedesco scored 2 tries as the Sydney Roosters won the match 58-6 at the Sydney Cricket Ground.

On 2 October, Tedesco won the 2019 Dally M Medal as the NRL's best player with 34 votes. At the end of the 2019 regular season, the Sydney Roosters finished in 2nd place on the table and qualified for the finals. In the preliminary final against Melbourne, Tedesco scored the winning try in a 14-6 victory. In the 2019 NRL Grand Final against Canberra, Tedesco scored the winning try in the second half as the Sydney Roosters won their second consecutive premiership and also Tedesco's second premiership as a player. On 7 October, Tedesco was named at Fullback in the Australian side for their Oceania Cup test against New Zealand.

In March and April, Tedesco alongside Tigers captain Aaron Woods and halves partners Luke Brooks and Mitchell Moses attracted media attention, with speculation about where the players, dubbed as the "Big Four" would end after all of their contracts expired at season's end. On 3 May, it was announced that Tedesco signed a 4-year contract with the Sydney Roosters, starting in the 2018 season. Tedesco played fullback in all 3 matches in the 2017 State of Origin series, scoring a try in the game 1 victory before going down the next 2 matches to lose the shield to Queensland. Tedesco finished his last year with the Wests Tigers with him playing in 21 matches and scoring 5 tries.

In Round 1 of the 2018 NRL season, Tedesco made his anticipated debut for the Roosters against his former team the Wests Tigers, starting at fullback, and was subjected to boos from the Tigers supporters every time he touched the ball. Having just recovered from a case of the mumps Tedesco was not at his best and bombed a certain try by dropping a pass from Blake Ferguson after he made a break down the touchline during the Roosters shock upset 10-8 loss at ANZ Stadium.

On September 10, Tedesco was awarded the Brad Fittler medal as being NSW's best player in the 2018 State of Origin series. Tedesco was part of The Roosters side which won their fourth minor premiership in six years. On 30 September, Tedesco played at fullback in Easts 21-6 victory over Melbourne in the 2018 NRL grand final. Tedesco's fantastic first year at the Roosters was capped off when he won the Jack Gibson Medal, awarded to the club's best player from the past year of football, as well as being named to debut for the Australian Kangaroos in Mal Meninga's 19 man squad.

On 23 September, Tedesco played for Prime Minister's XIII against Papua New Guinea, playing at fullback and scoring 3 tries in the 48-8 win in Port Moresby. On 5 October 2017, after missing on selection in the Australia Kangaroos squad, Tedesco was instead named in the 24-man Italy squad for the 2017 Rugby League World Cup. After Italy's shock 36-12 defeat by Ireland in Cairns in Game 1 of their pool matches, Tedesco was king hit by fellow Italian teammate Shannon Wakeman while having drinks at Pier Bar in Cairns following their 36-12 shock loss to Ireland. Tedesco was talking to Wakeman's girlfriend which led to the altercation. Tedesco then told Italian officials not to sack Wakeman over the incident and that it was just a misunderstanding. He went on to say "It was just a miscommunication between myself and him, there were a few drinks and it quickly escalated", "We were all there after the loss, we wanted to get away from it all a bit. It’s sad it happened. The next morning we met, shook hands and he apologised". Tedesco played in all 3 matches and scored 2 tries in the tournament.

Tedesco started the 2016 season by scoring 2 tries against the New Zealand Warriors in round 1 and his first career hat-trick against the Manly Warringah Sea Eagles in round 2. He suffered a shoulder injury in round 9, making him unavailable for the City Origin side. At the time of his injury he was the competition's leading try-scorer.

Tedesco completed his PE Teacher degree at the Strathfield campus of Australian Catholic University in 2016.

In February, Tedesco was selected in the Tigers inaugural Auckland Nines squad. On 27 May, he signed a 3-year contract with the Canberra Raiders starting in 2015. A week later, Tedesco back flipped on his deal with the Raiders to stay with the Tigers. During the round 16 clash with the Raiders, Tedesco lasted 15 seconds before he fractured his patella. Tedesco missed the rest of the season. Tedesco said, "“On Twitter Canberra fans would say ‘I hope you break your legs’ and stuff like that and then I play Canberra and it happens. It is a bit weird. It was just a freak accident." Before the end of the year, Tedesco had returned to sprint training and was adjusting his running style to be less "low to the ground". He finished the NRL season with 8 matches and 6 tries.

Attracting the attention of other clubs, Tedesco was the focus of a "bidding war" between the Wests Tigers and St George Illawarra, resulting in the Tigers signing him until the end of 2014. Weeks later, he was named at fullback for the team's first trial-match for the year. However, coach Tim Sheens said he was unlikely to be playing at fullback at the start of the regular season, saying, "'I don't necessarily want to throw that on him at this point. I've got some experienced options."

Tedesco returned to first grade in round 4 of the 2013 season, and played on the wing for four weeks. In April, he was chosen to play for NSW City in the annual City vs Country Origin match. Having only appeared in four NRL matches at that time, he was the least experienced player to ever participate in the match. "When they called me up, I thought it was a joke. Even when Brad Fittler got on the phone I didn't think it was real. It was also a problem, because I didn't know whether I was eligible for City or Country," Tedesco said. Tedesco played at fullback in City's 18-12 loss at Coffs Harbour.

With Tim Moltzen moving to halfback before suffering a season-ending injury, Tedesco played most of the rest of the season at fullback, scoring 8 tries in 19 matches. He spent months playing with a cracked fibula, after being advised that he was unlikely to make the injury any worse by playing. Tedesco said the leg was painful when knocked. "It does kill for about five minutes or so, then you run it off and it goes away." At the end of the season, Tedesco was chosen to represent Italy at the 2013 Rugby League World Cup. With Anthony Minichiello captaining and playing at fullback, Tedesco played at right centre for the three games. In his international debut, he scored a try as Italy defeated Wales 32-16.

Between 19 August 2013 and round 7 of the 2015 season, Tedesco had scored 18 tries in 19 appearances. He played in every game of 2015 and was the competition's leader for tackle breaks and the third highest try-scorer. From round 10 onwards, Tedesco ran for over 100 metres in each game, with the fourth highest total in the competition. He was named in the NRL website's Team of the Year and was a finalist for the Rugby League Players Association's highest honour, the Player's Player.

Tedesco was a student of St Gregory's College, Campbelltown, and was in year 7 when Chris Lawrence was studying year 12, at which point Lawrence had already debuted 1st Grade for their local NRL team Wests Tigers, whom Tedesco would go on to debut for.

Tedesco commenced the 2011 season playing in the S. G. Ball Cup, but was promoted to the Wests Tigers NYC team from round 13. In just his third game he equaled the club record of scoring 4 tries in one match, and went on to be named the team's player of the year.

Tedesco played on the wing for the Western Suburbs Magpies in the Harold Matthews Cup competition, with David Nofoaluma at fullback. In 2010, he made the Australian Schoolboys team. "I made the Australian Schoolboys and I learnt to just have confidence in my own ability. I realised it was there – that I had a bit of talent – I just needed the confidence to show it," he said.

James Tedesco (born 8 January 1993), nicknamed Teddy, is a professional rugby league footballer who plays as a fullback for the Sydney Roosters in the NRL. He has played for Italy and Australia at international level.

Having played well in both pre-season trials, Tedesco was named in the starting team to play the Cronulla Sharks in the first game of the season. After showing potential in the early stages of the game, Tedesco suffered an injury to his knee in the 30th minute. The tear to the anterior cruciate ligament in his left knee was the end of his season. Team-mate Benji Marshall said, "Just seeing his reaction in the sheds, he was crying in there and it brought a tear to a few of the boys' eyes as well, because we see him as such a great talent and he's fitted into the squad well and he's a really good kid."