Transcript of a letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: thanks for his letter; details of his commission and rate of pay; comments on his work which he finds interesting except for the drill; a route march which he was allowed to accompany; arrangements to purchase a picture of Count [Charles] Kinsky for a sovereign; and advice on beginning letters. Typed. Original letter at CHAR 28/152A/46-47.

Letter from WSC (4th Hussars, India) to "Jack" [John S Churchill] in which he discusses financial affairs and a loan which "Mamma" [Lady Randolph Churchill] needs and asks Jack to share the burden of the repayment of interest. Signed manuscript.

Letter from WSC (4th Hussars, India) to "Jack" [John S Churchill] in which he discusses his financial worries and a future polo tournament at Meerut and recommends that Jack reads a letter he wrote to "Reggie" [Sir Reginald Barnes]. Signed manuscript. Envelope present.

Letter from WSC (Villa Cassel, Moerel, Valais, Switzerland) to "Jack" [John S Churchill] in which he expresses regret that he sold shares at the wrong time; reports that he won 260 pounds in the Deauville [France] casino; discusses his travel plans and the constitution of Transvaal [South Africa]; and reports that he has been corresponding with King [Edward VII] and has put "everything on a much better footing in that quarter". Signed manuscript.

Letter from WSC (Vienna [Austria]) to "Jack" [John S Churchill] marked "secret" discussing his financial affairs and enclosing two bills which he asks Jack to take care of, explaining that he does not wish to pay them but does not want them to take legal proceedings against him. Signed manuscript.

Letter from WSC ([Italy] on the notepaper of the Colonial Office) to "Jack" [John S Churchill] in which he comments that Jack's stories are "un peu trop fort" [a bit too strong] and he has "had to forego the pleasure of keeping it [his letter] in the archives"; discusses a future dinner with "Natty" [1st Lord Rothschild]; and discusses difficulties over the authority on which he has left the United Kingdom and his travel plans. Signed manuscript. Typed transcript at CHAR 28/152B/205-208.

Transcript of a letter from WSC ([Italy] on the notepaper of the Colonial Office) to "Jack" [John S Churchill] in which he comments that Jack's stories are "un peu trop fort" [a bit too strong] and he has "had to forego the pleasure of keeping it in the archives"; discusses a future dinner with "Natty" [1st Lord Rothschild]; and discusses difficulties over the authority on which he has left the United Kingdom and his travel plans. Typed. 2 copies. Original letter at CHAR 28/152B/204.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to send him money and informing her that he is going to see "Jack" [John S Churchill].

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he explains that the money he had requested had been spent on journeys to [London] and defends his request to be sent ducks from Banstead [Manor, Newmarket, Suffolk] and asks her not to be "wrothful without cause".

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he has visited "Jack" [John S Churchill] and asks her to allow them to attend the wedding of [Lady] Sarah [Churchill, later Sarah Wilson to Gordon Wilson], not to send him to a French family for his holidays and to send him some "filthy lucre" [money].

Letter from Lord Randolph Churchill (Cairnton, Banchory [Kincardineshire, Scotland]) to [Lady Randolph Churchill] referring to the dullness of his visit to Beaufort Castle [Beauly, Inverness-shire, Scotland], describing the success of [his racehorse] Lugaddi and calculating when he may be able to afford a 200 guinea portrait.

Letter from WSC (Chicago [United States] on the notepaper of 105 Mount Street) to George [Cornwallis-West] expressing pleasure at the news that George is to leave the army and describing the disadvantages of a career in the army. He comments on the lack of success of his lecture tour from which he has made o1,600 and on the fact that "Jack" [John S Churchill] is to continue living at 35A [Great Cumberland Place, London].

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] asking her to send him money.

Letter from WSC (Manwar R[ailwa]y Station [India]) to "Mamma" [Lady Randolph Churchill] discussing: the magazine she hopes to publish; financial affairs; and [James] Welldon's approval of ["The River War"].

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he says that he does "the model 'son' very well", reports that he will probably accept an invitation from [Samuel, 2nd] Lord Hindlip, and that he and "Jack" [John S Churchill] miss her very much and discusses financial arrangements.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he thanks her for sending him a costume, discusses arrangements for her to visit him and asks her to send him money.

Letter from WSC (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] in which he expresses his hopes for "better fortunes" in the future although he says he does not intend to marry yet. He describes his work drawing maps, discusses the publication [of "The Story of the Malakand Field Force"] and his anxiousness about its reception and informs her that he has decided to go to Egypt as a correspondent during his leave.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to come and visit him and informing her that he does not have sufficient money to pay his subscriptions.

Letter from WSC (105 Mount Street [London]) to "Mamma" [Lady Randolph Churchill] concerning arrangements for his lecture tour. He says that he hopes that [16th] Lord Derby will chair the Liverpool meeting, reports on the success of his lecture at Harrow [School, Middlesex] and details financial assistance provided for his election costs by "Sunny" [Charles, 9th Duke of Marlborough].

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] apologising for not writing to her as he has been working for the Shakespeare prize and saying that he will not borrow money in future. Envelope present.

Letter from WSC (Malakand Camp [Pakistan]) to "Mamma" [Lady Randolph Churchill] enclosing letters [not present] for the Daily Telegraph and discussing the terms of his engagement, his keenness to sign the letters and achieve publicity, and financial affairs. He also considers the fighting and the likelihood that he may be killed or wounded, and his destiny, about which he comments "I have faith in my star - that is that I am intended to do something in this world".