He was educated at St. Thomas's Charterhouse School, in the City, and studied architecture at the Regent Street Polytechnic and the Royal Academy of Arts.

While based in New York City he designed a number of major works in Texas, including the American Exchange National Bank (1918).

Bossom's Dallas work on the Maple Terrace Apartments (1924–1925), and the expansion and renovation of the Adolphus Hotel, were done with local architects Thomson and Swaine.

After traveling into Mexico, Bossom became a proponent of Mayan Revival architecture, clearly reflected in the stepped-back tower and ornament of his 1927 Petroleum Building in Houston.

He held the seat until he retired from the House of Commons at the 1959 general election, having taken time out during World War II to serve in the British Home Guard.

In 1951 he held the reception of Margaret Roberts after her marriage to Denis Thatcher at his Chelsea home; later she became Britain's first female prime minister (1979–1990).