In early 1898, the Kiplings travelled to South Africa for their winter holiday, so beginning an annual tradition which (except the following year) would last until 1908. They would stay in "The Woolsack", a house on Cecil Rhodes's estate at Groote Schuurl, within walking distance of Rhodes' mansion.
With his new reputation as Poet of the Empire, Kipling was warmly received by some of the influential politicians of the Cape Colony, including Rhodes, Sir Alfred Milner, and Leander Starr Jameson. Kipling cultivated their friendship and came to admire the men and their politics. The period 1898–1910 was crucial in the history of South Africa and included the Second Boer War (1899–1902), the ensuing peace treaty, and the 1910 formation of the Union of South Africa.
Back in England, Kipling wrote poetry in support of the British cause in the Boer War and on his next visit to South Africa in early 1900, became a correspondent for The Friend newspaper in Bloemfontein, which had been commandeered by Lord Roberts for British troops.
Although his journalistic stint was to last only two weeks, it was Kipling's first work with newspaper staff since he left The Pioneer in Allahabad more than ten years before. At The Friend, he made lifelong friendships with Perceval Landon, H. A. Gwynne, and others.
He also wrote articles published more widely expressing his views on the conflict. I have included this sketch which was drawn by Rudyard Kipling and provides his satirical impression of the clumsy and blatant British persuit of Christiaan De Wet. His improvised vehicle was designed to travel at walking pace and was preceded by a red flag of warning.
Sketch was first published in the Illustrated London News.
You only live once, but if you do it right, once is enough.
Best regards,
Dave