Letter from WSC (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] discussing financial affairs, his acceptance of liability for a loan provided the amount is shared with "Jack" [John S Churchill], and her extravagance. Envelope present.

Letter from WSC (Peshawar [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs, expresses relief that "Jack" [John S Churchill] will be jointly liable for a loan which she is taking, asks her to reply to his letters, and makes observations on relations with the tribes which make it likely that there will be no fighting. Includes envelope.

Letter from Lord Randolph Churchill (Cliveden, Maidenhead [Buckinghamshire]) to [Lady Randolph Churchill] discussing financial matters and asking her to be more careful; describing an expedition to Oxford with [Lady] Sarah [Churchill, later Sarah Wilson], WSC and "Jack" [John S Churchill] and "Jack's" first ride on his pony and discussing arrangements for her to come to Cliveden.

Letter from Lord Randolph Churchill (Marlborough Club, Pall Mall [London]) to [Lady Randolph Churchill] in which he says that his departure [for France] has been delayed by arrangements for a loan and because [Lord] Blandford [later George, 8th Duke of Marlborough] wishes to see him; discusses financial affairs and says that they must live in an "economical manner" and asks for news of [WSC].

Letter from Lord Randolph Churchill, 2 Connaught Place, London to WSC, complaining about WSC's spending "I think you have got through about £10 this term. This cannot last, & if you are not more careful should you get into the army six months of it will see you in the Bankruptcy Court".

Letter from Lord Randolph Churchill to WSC, on the state of WSC's finances, and his "pedantic and overgrown schoolboy style of letter writing, and complaining about his use of a typewriter "an objectionable machine calculated to spoil your handwriting.

Letter from Clara Hall Jerome [WSC's grandmother], 53 Seymour Street, Portman Square, to WSC, on his finances, and his success in the Sandhurst Entrance examination.

Letter from Frances, Duchess of Marlborough, 50 Grosvenor Square, London, to WSC, granting him an allowance of £20 per month.

Letter from Lady Randolph Churchill, 2 Connaught Place, to WSC, asking for letter "I suppose when yr exchequer is at a low ebb I shall have the pleasure of hearing from you".

Letter from Lady Randolph Churchill, Banstead, to WSC, sending £1 and complaining about the state of his finances, also on his toothache, complaining that he had had another tooth out ".

Letter from Lady Randolph Churchill, 35a Great Cumberland Place, to WSC, on family finances.

Letter from WSC (105 Mount Street [London]) to "Mama" [Lady Randolph Churchill] in which he says that he has discussed her affairs with "Sunny" [Charles, 9th Duke of Marlborough] and asks her to write a letter authorising him to investigate the matter with Lumley, the solicitor. Manuscript in the hand of Annette Anning signed by WSC.

Letter from WSC (Vienna [Austria]) to "Mamma" [Lady Randolph Churchill] asking her to give him information about the financial difficulties of George [Cornwallis-West]. Envelope present marked "private".

Letter from [Frances, Duchess of Marlborough] (50 Grosvenor Square [London]) to Jennie [Lady Randolph Churchill] in which she discusses the health of [Lord Randolph Churchill] and the high expenses of their travels, she suggests that Jennie should consider cutting down on the number of servants, reports on the wedding of Frances [Wimborne] and gives news of WSC and says that she has been obliged to check him as he needs a "firm hand".

Letter from [Frances, Duchess of Marlborough] (Canford [Wimborne, Dorset]) to Jennie [Lady Randolph Churchill] in which she discusses the health of "R" [Lord Randolph Churchill] and says that she hopes that he will be "prudent & docile"; gives news of "Jack" [John S Churchill] and WSC; discusses financial affairs and a bill from the Munro Club and the abscondment of Healy, a servant.

Letter from [Frances, Duchess of Marlborough] (Ramsey [Abbey, Huntingdon) to Jennie [Lady Randolph Churchill] in which she discusses the letters she has received from "Jack" [John S Churchill] and WSC, the death of Sir Samuel Wilson, the possibility of a dissolution of parliament. She also comments on Jennie's financial situation and the expense of renting a house in Portman Square [London].

Letter from "Jack" [John S Churchill](41 Cromwell Road [London]) to "Mama" [Lady Randolph Churchill] discussing the legal implications of the terms of "Papa's" [Lord Randolph Churchill's] will and its' effect on her financial situation and on his and WSC's wives and children. He begs her to live within her means and says that he has not heard from "G" [George Cornwallis-West].

Copy of a letter from [W Bernau of Lloyds bank] to WSC marked 'private and confidential' discussing Randolph Churchill's finances and expressing concern at his overdraft. He notes that WSC does not want any of Randolph's cheques to be returned but asks "what are we to do if he does not keep his eye on funds". Manuscript.

Draft of a letter from [W Bernau of Lloyds bank] to WSC discussing Randolph Churchill's finances and his failure to adhere to an agreement with the bank regarding his overdraft. Unsigned manuscript.

Copy of a letter from [W Bernau of Lloyds bank] to WSC informing him that [Randolph Churchill's] account is overdrawn beyond the limit permitted by the bank and informing him that allowance of 100 pounds will be credited to him. Carbon typescript signed with initials.

Letter from WSC (Chartwell, Westerham, Kent]) to W Bernau [of Lloyds bank] promising to speak to Randolph Churchill, instructing Bernau to pay Randolph's allowance and commenting that Randolph's income is increasing. Signed typescript.