I've spent over 20 years inside the betting industry. I'll guide you to avoid the hype, ignore the noise, and steer clear of the common pitfalls that catch out everyday punters.
- Portsmouth 2008/09 shirt personally signed by David James
- James was Pompey's keeper for their FA Cup-winning 2007/08 season
- Signed in person at the Jeff Stelling Show
- 281 tickets remaining out of 299 total
Signed Piece of Pompey's FA Cup Story
OLBG Prizes has launched a giveaway aimed squarely at Portsmouth supporters and football memorabilia collectors, offering the chance to win a 2008/09 Pompey shirt personally signed by David James, the goalkeeper who was between the sticks for the club's 2008 FA Cup triumph. That win remains the last major trophy Portsmouth have lifted.
Signed by James in person at the Jeff Stelling Show, it's a properly authenticated piece from one of the most fondly-remembered eras in the club's modern history.
With just 281 tickets remaining out of 299 at 99p each, this is a genuinely tight cap on a piece of Pompey memorabilia with a direct, documented signing story.
Check out the Competition on OLBG Prizes NOW
What's Included in the Prize
The prize is a signed piece.
🔵 Main Prize Includes:
👕 Portsmouth 2008/09 shirt
✍️ Personally signed by David James
The signature was captured in person when James joined OLBG on the Jeff Stelling Show, meaning the shirt has a clear, verifiable signing story rather than an autograph captured cold.
Pompey's 2008 FA Cup Story
The 2007/08 season is one Portsmouth supporters can still recite by heart.
Harry Redknapp's side went all the way to the FA Cup final and beat Cardiff City 1-0 at Wembley, with Kanu scoring the goal, to lift the club's first major trophy in more than 50 years.
David James was the man between the sticks. Signed from Manchester City in 2006, he was the senior England international at the back of a squad that also included Sol Campbell, Sylvain Distin, Sulley Muntari, Niko Kranjcar, Jermain Defoe and Kanu himself.
The 2008/09 season followed with a UEFA Cup campaign, continued top-half Premier League football, and a run that would eventually give way to the financial troubles that defined the club's next chapter.
This shirt is from that year, signed by the keeper who was there for all of it.
How to Enter
Entering the draw is straightforward, with two routes available.
Participants can either purchase entries online at 99p each or take advantage of the free postal entry route, provided they register their details correctly first. Each ticket gives one entry into the main draw, and entrants can buy as many tickets as they like to improve their chances.
Ticket numbers are allocated randomly at the point of purchase, and an email confirmation is sent straight after entry is complete.
Free Entry: Win a Full 26/27 Shirt Bundle from Your Football Club with OLBG Prizes
Key Info at a Glance
| Detail | Information |
|---|---|
| Ticket Price | £0.99 |
| Ticket Cap | 299 |
| Tickets Remaining (at publication) | 281 |
| Draw Type | Auto Draw |
| Closes | Thursday 1 October 2026 |
| Prize | Signed 2008/09 Portsmouth shirt |
| Eligibility | UK residents aged 18+ |
| Free Entry Route | Postal (registration required) |
| Winner Contact | Within 24 hours by phone or email |
