$14,561 on Chelsea - Tottenham — Premier League

Tracked on tail.bet, Chelsea attracted 101 high-roller bets totaling $3.4M, predominantly singles across Premier League matchups. The cohort settled with an 8.4% win rate and negative $2.99M return, posting an ROI of negative 88.8%. The largest captured bet staked $350,000 on a Chelsea single against Nottingham Forest, cashed out for $84,051—underscoring the outsized losses concentrated in this dataset segment.