A keen surfer, skateboarder, BMX, mountain bike and motor cross rider, Jack started playing football socially at Hermanus Hotspurs in June 2021.
In April 2022 he joined De Beers AFC U12.
Jack started one-on-one training with Goalkeeping Coach Joshua Adams in October 2022.
He played as goalkeeper for his school (Generation Hermanus) and in May 2023 was selected for the Northern Districts School U13 Football Tour.
Jack joined the Andre Bronkhorst Goalkeeping Academy in June 2023.
He has also trained with Sage Stevens (Stellenbosch First Choice Keeper) and Alex Heredia Former Bafana Bafana Goalkeeper Coach | FIFA- CAF Instructor.
In October 2023, the U13 Northern District Schools Football Touring team (with Jack as goalkeeper) were runners up at the South African Schools Combined Football Associations Festival (SASCFA) held in Durban.
Playing 20 league games with 11 clean sheets, Jack Hilton conceded the fewest goals during the 2023 league season; the lowest number of conceded goals in his entire club.
In October 2023 Jack received the GOLDEN GLOVE AWARD for the best keeper across all age groups at De Beers AFC.
Jack signed a player contract with the prestigious Young Bafana Soccer Academy in February 2024.
In June 2024 Jack attended a specialized goalkeeping clinic in Cape Town with elite goalkeeping coach and international professional goalkeeper, Darren Keet.
December 2024 saw Jack further finetune his football skills with elite level coaching from international professional players and coaches at the Football Union Showcase in Dinokeng. He was presented with the Outstanding GK Performance Award by Alex Heredia at the closing ceremony. Later that month, Jack attended the FC Porto Camp in Cape Town.
Jack registered as U16 Goalkeeper for Hanover Park FC in 2025.
Jack works with Goalkeeper Coach Morne Crumpton to further improve his game.