The Blues made their annual trip to Westleigh Park, with goals from Ryan Tunnicliffe, a Josh Passely own-goal and a Liam Vincent free-kick sealing the victory.
It saw the Fratton Park outfit name two separate sides in Pompey’s first game of pre-season.
Bournemouth’s Christian Saydee was the only trialist to be named in the first half XI, which saw him line-up alongside Ronan Curtis and Marcus Harness in attack.
Ex-Liverpool defender Andre Wisdom was the most notable inclusion in the second half squad, which included the remaining four hopefuls.
Joining the ex-Derby centre-back was former Spurs goalkeeper Josh Oluwayemi, dutch defender Levi Andoh and winger Rurman Burrell.
We’ve taken a look at the five new names Cowley could consider signing this summer.
Here’s what we found.
Bournemouth’s Christian Saydee was the only trialist to be named in the first half XI, which saw him line-up alongside Ronan Curtis and Marcus Harness in attack.
5. Portsmouth Josh Oluwayemi during the Pre-Season Friendly match between Havant & Waterlooville FC and Portsmouth at Westleigh Park, Havant , United Kingdom on 2 July 2022.
Danny Cowley named five trialists in his side in the Blues' opening pre-season fixture of the summer. Photo: Jason Brown
6. Josh Gould
The keeper came through the ranks at Swansea but failed to make a first-team outing for the Swans. During his time with the Welsh outfit, the 25-year-old spent loan spells with Barry Town more recently Ebbsfleet. Photo: Jason Brown