But tomorrow’s trip to Stevenage might be the first where the Blues boss reaches for the paracetamol!
Last week’s disappointing blank against Cheltenham at PO4 will have instigated an offensive rethink for this weekend’s trip to the Lamex Stadium.
And that process will, no doubt, have been influenced further by some eye-catching attacking displays against Fulham Under-21s in the EFL Trophy in midweek – despite his much-changed Pompey side failing to convert a host of chances created.
Two-goal Sean Raggett, Paddy Lane, Terry Devlin, Jack Sparkes, Zak Swanson were just a few who impressed in midweek.
But did they do enough to earn their place in the starting XI for the Blues’ latest League One challenge?
Here's our answer to that question.
9. Midfield 3: Alex Robertson
The midfielder has made an instant impact at Pompey following his loan move from Manchester City. Produced another eye-catching display in a cameo appearance against Fulham Under-21s on Tuesday night. His ability to unlock the Stevenage defence will be key on Saturday. And he definitely has the ability! Photo: Jason Brown
10. Right-wing: Paddy Lane
The Northern Irishman has given John Mousinho a proper selection headache here following his eye-catching display against Fulham on Tuesday night. He was full of energy, determination and skill as he played on the right as an inverted winger. It's the sort of performance Mousinho will have wanted after a period out injured, and coupled with Gavin Whyte's slow start to life at Fratton Park, Lane might just get the nod. Photo: Jason Brown
11. Centre-forward: Colby Bishop
The striker will have been frustrated with the lack of service provided to him last time out against Cheltenham. Will be hoping for a better return against Stevenage. Photo: Jason Brown
12. Left-wing: Jack Sparkes
Sparkes is undoubtedly the surprise package from the 13 players recruited by Pompey this summer. He looks untouchable offensively, and with Colby Bishop desperate for service, Sparkes represents an obvious outlet to do that. He's yet to start for the Blues in the league, but surely now is the time. His crosses were a stand-out feature against Fulham in midweek. Paddy Lane's ability to play on the right also provides a space to be filled on the opposite wing, with Anthony Scully yet to catch fire. Photo: Jason Brown