The Frank L Gregory Troupe appeared at the Sunderland Empire for the week of 21 September 1906 “in a marvellous exhibition of hoop rolling and juggling” where there are “hoops made to act like human beings”:
This article from the Newcastle Weekly Journal and Courant, published on 23 January 1909 mentions the troupe a few months later when they appeared at the Pavilion Theatre, Newcastle:
Unfortunately the journalist is reduced to the stock description of “novel and clever” with no details of the routine. However we do know that they were still working in 1914 as this article in the New York Times on 29 December 1914 mention them as the “Marvellous Gregory Troupe, hoop rollers and jugglers” performing at Keith Alhambra Theatre.
There is some more information looking back on the heyday of hoop performers in this article from the Juggler’s Bulletin on September 1947 – scroll down to the “Out of my Scrapbook” column by Jack Greene. He describes how Frank Gregory “tossed a hoop in the air and made it light on a string held by his partner several feet away from him, then roll back to the tosser”.
That 1909 show sounds excellent!
Everhart, Howard Nichols, and Raymond Wilbert (with strings) can all be seen on JTV:
http://juggling.tv/search.php?search_id=hoop+roll&search_type=videos