33·Legends

Frank Sinclair vs Leon Bailey

Jamaica against Jamaica. The almanac states its case, the crowd votes, you decide.

FS

Frank Sinclair

Jamaica · 1997–2000 · CB

Almanac rating
80
Rank in Jamaica
#7 of 33

Extra time in the 1998 League Cup final at Wembley, and the goal that broke Middlesbrough came from Sinclair, a defender who made 218 appearances for Chelsea. He won the Cup Winners' Cup weeks later, added the 1997 FA Cup and a second League Cup with Leicester in 2000, and started all three of Jamaica's group games at France 98 among his 28 caps.

vs
LB

Leon Bailey

Jamaica · 2015–26 · LM

Almanac rating
83
Rank in Jamaica
#2 of 33
Caps
41 · 7 goals
Clubs
K.R.C. Genk, Bayer 04 Leverkusen, Aston Villa

On 30 November 2019 he scored twice against Bayern Munich for Leverkusen, one with each foot. He won the Europa League with Aston Villa in 2026, UEFA's Goal of the Season in the 2016-17 edition while at Genk, a place in the 2017-18 Bundesliga Team of the Season, and Belgium's young professional footballer of the year award for 2015-16. Career record: 41 caps and 7 goals for Jamaica; club career at K.R.C. Genk, Bayer 04 Leverkusen, Aston Villa.

The verdict

The almanac puts Leon Bailey ahead by 3 rating points, 83 against 80.

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