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- Signed 1998/99 Tottenham Hotspur Purple Pony retro away shirt
- Personally signed by Spurs one-club man Ledley King
- Signed in person at the Jeff Stelling Show
A Signed Piece of Tottenham History from a True One-Club Man
OLBG Prizes has launched a giveaway aimed squarely at Tottenham supporters and retro shirt collectors, offering the chance to win a signed 1998/99 Purple Pony Spurs away shirt personally signed by Ledley King, the one-club defender who spent his entire senior career in the Lilywhite.
The 98/99 season was the one that put King on the Tottenham map: it was the year he made his first-team debut, and the away kit for that campaign, the sharp purple Pony retro away shirt, has grown into one of the most recognisable Spurs strips of the last thirty years.
With just 200 tickets available, this is a genuinely tight cap on a piece of memorabilia that ties the shirt, the club and the player together in one straight line.
What's Included in the Prize
🤍 Main Prize Includes:
👕 1998/99 Tottenham Hotspur Purple Pony retro away shirt
✍️ Personally signed by Ledley King
The signature was captured in person when King joined OLBG on the Jeff Stelling Show, meaning the shirt comes with a direct link back to the moment it was signed.
Ledley King: The Spurs One-Club Man
Few Premier League defenders wore a single badge for as long or as loyally as Ledley King.
King came through the Tottenham academy and made his senior debut in the 1998/99 season, going on to spend his entire senior career at White Hart Lane.
That's a run that would eventually stretch across 14 years and take in a League Cup triumph in 2008, the captain's armband, and 21 caps for England.
His career was famously shadowed by chronic knee problems that stopped him training on most weekdays.
Yet even with training restricted, King was regularly picked out by managers and fellow professionals as one of the finest reading-the-game defenders in Premier League history as a footballing centre-back in an era of physical ones.
Signed on the Jeff Stelling Show
Regular OLBG followers will already know the Jeff Stelling Show.
Stelling's punchy, opinion-heavy podcast has featured a growing lineup of guests from across football, King included.
Ledley King's episode launches this week, with OLBG Prizes giveaway here tying in with the release.
How to Enter
Entering the draw is straightforward, with two routes available.
| Detail | Information |
|---|---|
| Ticket Price | Free |
| Ticket Cap | 200 |
| Draw Type | Auto Draw |
| Closes | Thursday 20 August 2026 |
| Prize | Signed 1998/99 Spurs Purple Pony retro away shirt |
| Eligibility | UK residents aged 18+ |
| Free Entry Route | Postal (registration required) |
| Winner Contact | Within 24 hours by phone or email |



