Biggest Betting Wins on Matches Involving Kenny Dalglish

Kenny Dalglish, known as King Kenny, shaped English football through his roles as player and manager at Liverpool FC. From 1977 to 1990, his involvement in matches led to some of the largest betting payouts in history. Punters who backed Liverpool in high-odds scenarios during his era reaped massive rewards.

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1978 European Cup Final: Liverpool vs. Club Brugge

The 1978 European Cup final at Wembley Stadium pitted Liverpool against Belgian side Club Brugge on May 17. Dalglish, in his debut season after a record £440,000 transfer from Celtic, became the hero. Liverpool dominated possession but struggled to break through Brugge's defense, led by goalkeeper Birger Jensen.

The match remained goalless until the 68th minute. Dalglish received a pass from Graeme Souness near the edge of the box. Spotting Jensen's tendency to dive early from scouting footage, he chipped the ball delicately over the advancing keeper. The stadium erupted as the ball looped into the net, securing a 1-0 victory and Liverpool's second European Cup.

Pre-match odds listed Liverpool as 1/2 favorites, but in-play bets on a Liverpool win after 60 goalless minutes soared to 5/1. One punter in Manchester staked £100 on that live option, cashing £600. Another Liverpool fan, betting £500 on Dalglish to score anytime at 7/2 odds beforehand, walked away with £2,250.

1986 League Title Clincher: Liverpool vs. Chelsea

On May 3, 1986, Dalglish, now player-manager, faced a defining moment against Chelsea at Stamford Bridge. Liverpool needed just a point to secure the First Division title, trailing Everton by two points with one game left. Dalglish, aged 35, selected himself in the lineup despite managing duties.

Chelsea, mid-table but spirited at home, pressed early. Liverpool's defense, anchored by Alan Hansen, held firm amid slippery conditions from pre-match rain. In the 72nd minute, Ronnie Whelan lofted a cross from the left. Dalglish, unmarked in the box, volleyed a rising shot past keeper Eddie Niedzwiecki into the top corner. The 1-0 win clinched the title, completing a league and FA Cup double—Liverpool's first since 1922.

Odds had Liverpool at 1/3 pre-match, but Chelsea's home resilience pushed in-play win odds to 11/10 by halftime. A London bettor who placed £200 on Liverpool at that price collected £420. More lucratively, a £1,000 stake on Dalglish scoring at 6/1 anytime odds yielded £7,000 for a Scouser.

1989 FA Cup Final: Liverpool vs. Everton

The 1989 FA Cup final on May 20 at Wembley was a Merseyside derby loaded with rivalry. Dalglish's Liverpool sought revenge after losing the league to Everton the prior season. With injuries sidelining key players, odds favored Everton at 6/5, listing Liverpool as 5/4 underdogs.

The game started cagily, both sides probing. In the 28th minute, Ian Rush latched onto a through-ball from John Barnes, slotting past Neville Southall for 1-0. Everton equalized via a Craig Johnston own goal in the 59th minute, forcing extra time. Tension peaked as fatigue set in on the baking hot day.

In the 106th minute of extra time, Barnes dribbled past two defenders on the left flank. His low cross found Rush, who swept it home for a 2-1 lead. Liverpool held on through the final 14 minutes, lifting the cup. Dalglish's tactical subs, including Steve McMahon, preserved the win.

A punter backing Liverpool at 5/4 odds wagered £5,000, earning £11,250—one of the final's biggest returns. Another £300 bet on Rush to score twice at 12/1 paid £3,900.