This is all hugely helpful, thank you all for your contributions. The Whigham family is, indeed, fascinating, and I'm hoping to find some of the descendants through Sedbergh connections. As some have mentioned, Whigham was as much a writer as anything else and the recent find of the CBM and Raynor photo, in a magazine edited by Whigham, has made me think that that may be the angle most fruitful to pursue. His biggest focus of work seems to have been in the Chicago area, but the fact that he was also traveling for Town and Country makes me wonder about just how many courses he saw and/or commented on. I'm going to have to find a good archive with T&C from that era.
As suggest, Whigham must have made an interesting traveling companion (and son-in-law) and a useful man to have around, having survived, and thrived, in a number of difficult circumstances. His books on golf are readily available as reprints, while his foreign correspondent work on Persia, Russia, Manchuria, and Korea, among others, commands a premium in the antiquarian market.
A few folks have mentioned the Mitchell-Innes connection. The cricketer was, indeed, the son of the All-India champion, who was himself the son of Gilbert Mitchell-Innes, who came 7th at the Open Championship in 1869. Sedbergh has produced a great number of rugby internationals, but its most famous sporting son at the moment is Harry Brook, the England cricketer.