From this work The Sunday Times and the Illustrated London News commissioned him in the early 1960s.

He also photographed "The Book of London" (1966), Yoko appears on page 181 presenting a demonstration of "Handkerchief Piece".

Lennon met Ono at the Indica Gallery on 9 November 1966, and she later introduced him to Macmillan.

Paul McCartney gave Macmillan a sketch a couple days before the shoot showing where and what the picture should look like.

On 8 August 1969, around 11:30 am, Macmillan climbed up a stepladder about 10 feet in the air in the middle of Abbey Road and took six pictures of the Beatles crossing the street.

The Beatles usually came to the studio around 2–3 pm, so the earlier hour was chosen to avoid fans.

First Photo: John leads the group from left to right followed by Ringo, Paul, and George.

Fourth Photo: Walking right to left, Paul, Ringo, and George all in mid-step.

The three men on the left above Paul's head are Alan Flanagan, Steve Millwood, and Derek Seagrove.

On the right side between John and Ringo's head is Paul Cole, an American tourist.

On 22 July 1993, he photographed Paul McCartney at Abbey Road on the zebra crossing, this time with only an Old English Sheepdog.