From Olathe, Kansas, he won the inaugural International Junior Championships held at the site of the famed BNP Paribas Open in Indian Wells in March 2023 defeating Oliver Bonding, Keegan Rice and Roy Horovitz on his route to the title.[3]
Woestendick won the Traralgon Junior International doubles competition alongside compatriot Maxwell Exsted in January 2024. The pair reached the final of the junior doubles at the 2024 Australian Open with a three-set win over the top seeds Federico Cina and Rei Sakamoto.[4] In the final they overcame Viktor Frydrych and Petr Brunclik to win the title.[5][6]
Alongside Alexander Razeghi, he won his first Pro title at the Vero Beach 15K Futures In Vero Beach, Florida on April 27, 2024.[7]