In 1988 Brackley left ITV. Still stuck behind Brian Moore, Martin Tyler and Alan Parry in the pecking order he made the move to Rupert Murdoch's Sky Television. The bulk of his work would be for the pan-European channel Eurosport, then part-owned by Sky. He led their commentary team at the 1990 FIFA World Cup in Italy, with Ian Darke, Paul Dempsey and Gary Bloom among his colleagues. Brackley was also behind the mic for Sky's first live matches, which came in the Zenith Data Systems Cup.