Pompey are running the rule over Martin Devaney.
The winger yesterday linked up with the Blues on trial following his summer release from Tranmere.
The 32-year-old is a friend of skipper Brian Howard, after the pair both played together at Barnsley.
That connection paved the way for a chance for him to impress at the Blues’ Eastleigh training base.
Caretaker boss Guy Whittingham is planning to have a close look at the player, who also made more than 200 appearances for Cheltenham, over the next couple of weeks.
Whittingham said: ‘We’ve got a lad called Martin Devaney in, who is looking for a club.
‘We’ll have a good look at him over the next couple of weeks.
‘He was in for the first time yesterday.
‘He was at Barnsley with Brian Howard and Cheltenham, as well.
‘So he’s got experience and experience in this league.
‘He plays mainly wide and that’s his favoured position.’
Whittingham said he is already thinking about the moves Pompey will need to make when the January transfer window opens.
He is hoping the club will then be in a position to make additions with their future clearer off the pitch.
Whittingham said: ‘With January in mind, you bring in people and have a look at them.
‘We’re in a situation where, come January, we might need to get some players in.
‘So there’s no harm in inviting people in to have a look at them.’
Meanwhile, Pompey’s young Aussie midfielder Andy Higgins has left the club.
The first-year pro has been released from his contract early and has returned to his homeland, where he is expected to link up with A League outfit Perth Glory.
Higgins made his only first-team appearance for Pompey in the 3-0 league cup defeat at Plymouth in August, where he produced a decent display.
Whittingham believes it is a move which suits all parties.
He said: ‘Andy Higgins has gone now.
‘He’s gone back to Australia and has the chance to play for Perth Glory.
‘That’s good for him and hopefully it works out for him that he’s left his contract early.
‘He’s a talented guy and maybe going somewhere else might give him the kick up the backside to get going and make a career out of the game.’