Blackpool Telford joined
Blackpool as a first-year scholar with the youth team in June 2013 playing regularly for them in his first year with the club. In December, just after his 17th birthday, he was nominated for the League Football Education's goal of the month for November for a goal against
Bury which was followed by a second nomination in January 2014 for a goal in December 2013 against
Liverpool. The 35-yard chip against Liverpool was also nominated for the goal of the season award in June 2014. Telford made his first-team debut for the club on 9 August as an 88th-minute substitute in the opening-day fixture against
Nottingham Forest. In only his second substitute appearance for Blackpool, on 28 December, he scored his first senior goal, the equaliser in a 1–1 draw with
Rotherham United.
Stoke City Telford joined
Stoke City in July 2015 along with Blackpool teammate
Mark Waddington. In August 2017 Telford joined
League One side
Bristol Rovers on loan for the
2017–18 season. He scored his first goals for Bristol Rovers when he scored twice in an
EFL Trophy tie against
Wycombe Wanderers on 29 August 2017. Telford played 24 times for Rovers scoring five goals as they finished in 13th position. While being used mainly from the substitutes bench during league games he became a regular starter in this seasons Checkatrade cup. This led him to the top of the goalscoring charts and earning the nickname "Mr Checkatrade".
Plymouth Argyle On 11 July 2019, Telford joined up with
Ryan Lowe, who had been his manager at
Bury, by signing for
Plymouth Argyle.
Newport County On 28 January 2021, Telford joined
League Two side
Newport County on a permanent 18-month contract. He made his Newport debut in the 2–1 defeat against Harrogate Town in League Two on 30 January 2021 as a second-half substitute. He scored his first goal for Newport in the 1–1 League Two draw against Exeter City on 16 February 2021. After an impressive month which saw him score eight goals in just six matches, Telford was awarded the
EFL League Two Player of the Month Award for October 2021. A further four goals in four matches saw Telford receive the award for a second successive month. On 29 January 2022, Telford scored both goals as Newport defeated
Barrow 2–1. This took his league goals tally to 20 for the season, becoming the first Newport player to hit this target in the top four divisions since
John Aldridge in the
1983–84 season. In April 2022 Telford and Newport County teammate
Finn Azaz were named in the
EFL League Two team of the season. Telford finished the 2021–22 season as the top scorer in League Two with 25 league goals. In June 2022 Telford was named in the
PFA Team of the Year. Newport offered Telford a contract extension but on 17 June 2022 Telford announced his decision to leave the club.
Crawley Town On 24 June 2022, League Two club
Crawley Town announced that Telford would join the club on a three-year contract upon the expiration of his contract at Newport County. He made his Crawley debut in their 1–0 away loss to Carlisle United on 30 July 2022. He scored his first Crawley goal in their 3–2 win over
Stockport County.
Barrow On 25 August 2023, Telford signed a two-year deal with
EFL League Two side
Barrow. On 31 January 2025, he joined
National League side
Barnet on loan for the remainder of the season, where he was part of the squad that won the league title. He was released by Barrow at the end of the 2024–25 season.
Gateshead On 25 July 2025, Telford joined National League side
Gateshead on a two-year deal. ==Career statistics==