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It's close to an Aero Highwayman, it's not though but certainly similar.
Edit
Actually, ignore that it's not remotely like a Highwayman on closer inspection.
May very well be a one off bespoke custom made jacket .
The UK has some outstanding leather tailors and craftsman and he can afford to have one custom made .
His other jacket which was asked about recently was a bog standard jacket available from the RAF Museum Shop which makes me think this isn't anything terrifically high level. The leather certainly doesn't look it.
His other clothes are generally a combination of very un-exclusive Marks and Sparks, T. M. Lewin and Charles Tyrwhitt which makes me think this is probably something unremarkable.
I can tell you exactly what kind of leather jacket that is. It is a limited edition Tommy Bahama Rocker Canyon jacket. Black leather with light grey lining interior. They come slightly distressed.