Pompey have lost their past four games in all competitions and haven’t won in the league since Shrewsbury’s visit to Fratton Park on August 17.
The head coach made five changes to his side for the 2-1 defeat at the hands of Cambridge United on Saturday.
And he’ll be tempted to make more, along with a formation change, as he looks to get Pompey out of their current rut which also includes one goal in four League One outings.
The system switch could see him look to use wing-backs, making the most of the impressive Mahlon Romeo’s skills set, and go head-to-head with Plymouth boss Ryan Lowe’s preferred way of playing.
But what does that mean in terms of the starting XI?
Well, it could mean the likes of Marcus Harness, Ellis Harrison and Shaun Williams miss out, while Kieron Freeman, John Marquis and Louis Thompson are handed starts.
Here’s an example of how Pompey in a 3-5-2 system for tonight’s game could look.
5. Right wing-back - Mahlon Romeo
The on-loan Millwall man is a natural wing-back and moving to a 3-5-2 would enhance his influence in Pompey attacking areas even more. He's already shown what he has to offer going forward - and he could prove key in helping unlock the Plymouth defence tonight from the right flank.
6. Central Midfield - Ryan Tunnicliffe
The midfielder showed plenty of energy and determination on Saturday as he reverted back to a deeper, box-to-box role after playing further forward in previous games. Those qualities will be key again tonight as he's given the opportunity to play his natural game - which appears to benefit Pompey more.
7. Central-midfield - Joe Morrell
The midfielder missed out on selection for the Cambridge United game following a family bereavement. Could replace Shaun Williams in the middle of the park as Danny Cowley not only looks to freshen things up but also looks at add a greater goalscoring threat from the middle of the park.
8. Central midfield - Louis Thompson
The former Norwich midfielder could be unleashed for the visit of the Pilgrims. Thompson has been steadily building up game time with 31 minutes as a second half substitute against the U's, with his undoubted quality shining through. Would be harsh to drop Miguel Azeez after one game but Thompson has tried and tested quality that could be useful here and now.