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.
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