Qualified as a solicitor in 1978 at one of the relatively few firms that specialised in the entertainment industry in those days. After gaining experience in private practice for a few years, he left to take on the position of Head of Legal Affairs at Island Records Limited, Chris Blackwell's world-famous and ground-breaking label, which was then still independent and very much at the cutting edge of popular music.

In 1985 he was appointed to the Board of Directors at Island. In 1987 he left Island to return to private practice, joining a prestigious music law firm in London's Mayfair, eventually becoming joint senior partner in the practice before leaving in December 1998 to set up Leonard Lowy & Co.

He is also currently a Director and co-owner of Bond Management, the management company which represents, among others, the internationally successful and multi-million selling recording artists Dario G (of "Sunchyme" and "Carnaval de Paris" fame).