Coming from a prosperous background, during his early career Hailwood had enjoyed a privileged lifestyle and even before his move from MV to Honda in 1966 was the world's highest-paid rider.
Procedente dun contorno próspero, durante o inicio da súa carreira Hailwood gozou dun estilo de vida privilexiado e ata antes do seu traslado de MV a Honda en 1966 foi o piloto mellor pagado do mundo.