Milestone celebrated in Saturday's programme
It is a milestone that is becoming increasing rare in football management.
With a constant demand for success from fans and the media, the guy in the dug-out is often expected to deliver instant results.
So 100 matches in charge is definitely cause for celebration.
And Paul Cook will bring up a century of games for Pompey in this weekend’s clash with struggling Newport at Fratton Park.
We look back on his previous 99 fixtures in another packed edition of the official matchday magazine.
So make sure you pick up a copy from programme sellers around the ground on Saturday.
Also in issue 22, Michael Doyle takes the 20 Questions challenge, while we test Gary Roberts’ general knowledge.
There is an in-depth look at Newport, plus exclusive columns from Iain McInnes, Cook and Doyle.
All this and much, much more in a packed 84 pages is available for just £3.