Jackson faces significant competition in Chelsea's attacking ranks. Joao Pedro, Liam Delap and Emmanuel Emegha are all currently part of the club's striker options, creating a crowded situation ahead of the new campaign.
The absence of European football next season could further complicate matters. With fewer matches available for rotation, Alonso may need to reduce the size of his squad to keep players satisfied with their minutes.
Jackson's versatility could strengthen his case. Unlike some of Chelsea's other centre-forward options, he can also operate in wide attacking positions, giving Alonso additional tactical flexibility.