2017 - 2017 Season Pickersgill featured in the pre-season friendlies against Huddersfield Giants and Keighley Cougars.

At the end of the season, Pickersgill signed a three-year contract extension with Bradford.

[4] 2018 - 2018 Season Pickersgill featured in the pre-season friendlies against Halifax R.L.F.C., Sheffield Eagles, Dewsbury, Toronto Wolfpack and Keighley.

2020 - 2020 Season Pickersgill featured in the pre-season friendlies against Castleford, Leeds and the York City Knights.

Pickersgill signed a one-year extension to stay at the Bradford club for the 2021 season.

2022 - 2022 Season It was announced that Pickersgill had returned to the Bradford Bulls on a short term loan deal.

On 18 October 2021, it was reported that he had signed for Featherstone Rovers in the RFL Championship for the 2022 season.