The Hearts fan, originally from Midlothian, flew over from Canada to watch his side win the Scottish Cup at Hampden on Saturday.
However, he missed the Tynecastle club's victory parade to take part in the Two Kirk Challenge - a 9.3 mile fundraising run from Heriot to Stow on Sunday.
He finished in a time of 58 minutes and 46 seconds, just over a minute ahead of his nearest challenger, Broc Drury, who finished dead on one hour.
And Anya Campbell was the first lady home in a time of one hour, 14 minutes and 23 seconds.
A total of 57 walkers, including many children, also took part in the sun-kissed fundraiser which finished with a wonderful buffet at St Mary of Wedale Church in Stow.
Organiser David Murray said: "Thanks to all who helped in any way."
The full results are as follows: 1st, David Hiddleston, 0:58:46; 2nd, Broc Drury, 1:00:00; 3rd, Kenny Whiteford, 1:05:00; 4th, Graham Miller, 1:05:36; 5th, Anya Campbell, 1:14:23; 6th, Ally McGilvray, 1:17:16; 7th, 8th, and 9th, Ben Murray, Callum Hunter and Jack Murray, 1:18:00; 10th, Grace Murray, 1:25:47; 11th, Annie Weir, 1:29:13; 12th, Susan Hunter, 1:40:24; 13th, Sheila Williamson, 1:40:24.