The 43-year-old was recently in attendance for AFC Bournemouth development squad’s clash with West Brom under-23s.
While the Pompey head coach has also been viewing fixtures abroad – including Scotland and Belgium.
And there could be a number of players who Cowley could move for with their contracts expiring at the end of the season in the latter.
By scouting players nearing their deal’s end, the door opens to discount prices in January or for free transfers next summer.
Click through the list to see who could make a move to the south coast from Belgium.
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5. Jonathan Buatu - Sint-Truidense
The one-time Fulham defender has had a well-travelled career during spells in Portugal, England, and Belgium. He's played a bit-part role this season which could prevent him from signing a new contract in the summer after making only eight league appearances this term. (Photo by JOHAN EYCKENS/BELGA MAG/AFP via Getty Images) Photo: JOHAN EYCKENS
6. Luca Oyen - Genk
18-year-old Oyen has come of age this season and has taken the opportunites handed to him. He can operate across midfield and even in advanced positions. Oyen has featured in the Europa League this season and has scored one league goal. (Photo by VIRGINIE LEFOUR/BELGA MAG/AFP via Getty Images) Photo: VIRGINIE LEFOUR
7. Abdoulaye Sissako - Zulte Waregem
Sissako is enjoying his most productive season to date with two goals and two assists in 12 league games. However, he's fallen out favour in recent weeks and has been omitted from the club's last six matchday squads. (Photo by KURT DESPLENTER/BELGA MAG/AFP via Getty Images) Photo: KURT DESPLENTER
8. Ryan Sanusi - Beerschot VA
The 29-year-old central midfielder has made only one league appearance this term but has been plagued with injuries. It's been reported that contract talks have taken place but no agreement has been reached. (Photo by KURT DESPLENTER/BELGA MAG/AFP via Getty Images) Photo: KURT DESPLENTER