Harry's brother, William Henry Crapp (1865–1946),[7] was known as "Ivo" due to his close facial resemblance to Ivo Bligh, 8th Earl of Darnley who had visited Australia in 1882/1883 as the captain of the first-ever English cricket team to play an Ashes series in Australia.

When the newly formed Victorian Football League commenced in 1897, he was appointed to the first match at Corio Oval between Geelong and Essendon.

Luckily, the overall pace of games was much slower than in the more modern eras, and Crapp maintained a relatively high standard of fitness.

[5] In 1906, Crapp was enticed to move to Kalgoorlie, Western Australia on the promise of employment and a contract from the Goldfields Football Association.

Crapp found that no job existed for him, the proposed employment having fallen through, and departed by train to Perth, intending to return to Melbourne.

West Australian Football Association (WAFA) officials, however, managed to intercept Crapp and convince him to umpire the first round in their Perth-based competition.

Crapp's 17 grand finals as a field umpire (across the VFL and WAFL) remains an elite Australian rules football record as of 2023, and is extremely unlikely to ever be beaten.

[12] Similarly, although Subiaco's honour roll clearly states that its 1910 captain-coach was Jack Diprose, an April 1910 press report described how "Ivor [sic] Crapp is coaching the Subiaco 18 this season"; and so it may be that Crapp, from time to time, took on various advisory duties with various WAFL teams.