Letter from "Jack" [John] S Churchill (Elstree School, Hertfordshire) to "Mama" [Lady Randolph Churchill] in which he asks her whether "Winney" [WSC] will have to go to France during the holidays; asks her to let him see him and to send him some money; and discusses arrangements for his return home.

Letter from "Jack" [John] S Churchill (Elstree School, Hertfordshire) to "Mama" [Lady Randolph Churchill] in which he describes a fit experienced by Mr Sanderson, one of his schoolmasters, says that he has not heard from "Winney" [WSC] and that "Papa" [Lord Randolph Churchill] is too busy to visit him. Also numbered "70".

Letter from "Jack" [John] S Churchill ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill] in which he says that "Winney" [WSC] is looking after him, discusses arrangements to have his watch sent to Dent's and says that he prefers [Harrow] to Elstree [his previous school].

Letter from "Jack" [John] S Churchill ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he says that "Winney" [WSC] is looking after him, that he has passed the arithmetic exam and that he has been given a nice room.

Letter from [John S Churchill] ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] reporting that "Winney" [WSC] is going to take a medical examination and that he is hoping for a quiet day, commenting "I do not get much peace while he is here".

Letter from "Jack" [John] S Churchill (Andermatt [Switzerland) to "Mama" [Lady Randolph Churchill] describing his journey and climbing Pilatus. He also reports that "Winney" [WSC] "went nearly mad" at the news that he had passed the Sandhurst examination and is writing to "Papa" [Lord Randolph Churchill].

Letter from "Jack" [John S Churchill] (Erquy [France]) to "Mama" [Lady Randolph Churchill] in which he reports that she has made an impression on Robineau and comments that a letter from WSC was "decidedly hot and his writing was melting".

Letter from "Jack" [John] S Churchill ([45 Rue des Missionnaires] Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he discusses Lord Vernon's illness and says that Lord Vernon is "furious with Winston [WSC], who is a millionaire in India". He also mentions the names of other people he has met who include Lord Charles Beresford and asks her to visit him.

Letter from "Jack" [John S Churchill] (Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he says that he is glad that WSC will miss the war in Greece as "he will not be able to agitate about it", describes a concert and his progress at the piano and asks her to send him money and musical scores.

Letter from "Jack" [John] S Churchill (45 Rue des Missionnaires, Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he expresses pleasure at the news of WSC's success, complains about his ears and says that he is looking forward to returning home.

Letter from "Jack" [John] S Churchill (31 Throgmorton Street, London) to "Mama" [Lady Randolph Churchill] in which he says that he has seen WSC who he describes as "as usual trying to do everything at once".

Letter from "Jack" [John S Churchill] (Bachelors' Club, Piccadilly [London]) to "Mama" [Lady Randolph Churchill] discussing WSC. He comments that WSC "will always try and go one better", and that if he abuses the Sirdar [Sir Herbert Kitchener] he will "find himself in the wrong box". He also discusses an insurance policy.

Letter from "Jack" [John S Churchill] (Presles [Belgium]) to "Mama" [Lady Randolph Churchill] concerning his future career. He says that he is going to enter the City although he was "built heart and soul for the army" because she asked him to give it up. He also says that he was attracted to study at Oxford because of the idea "of going where Winston [WSC] had not been", discusses financial affairs and says that he would like to come home.

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.

Copy of a letter from [W Bernau of Lloyds bank] to WSC marked "private and confidential" referring to WSC's letter about [Nellie] Romilly [earlier Nellie Hozier] informing him that Colonel [Betram] Romilly has instructed the bank that [Nellie] Romilly is not to be allowed an overdraft or advance without his permission. Carbon typescript signed with initials.

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.

Letter from WSC (Chartwell, Westerham, Kent] to W Bernau [of Lloyds bank] on Randolph Churchill's finances including measures to reduce his overdraft and his life assurance policy. Signed typescript.

Letter from WSC (The Headmaster's, Harrow [School, Middlesex]) to "Jack" [John S Churchill] in which he asks whether Jack has settled down; informs him that he has a "dear little room" which he has decorated; discusses the possibility of visiting Jack and sending him stamps; and informs him that he has swapped 2 coins. Signed manuscript.

Letter from WSC (The Headmaster's, Harrow [School, Middlesex]) to "Jack" [John S Churchill] in which he thanks him for some books and "P.O.O.'s" [Post Office Orders?]; says that he has purchased curtains for the den and instructs Jack to make 2 bunks for them to sleep in; and informs him that he has begun to study Chemistry. Signed manuscript. Typed transcript at CHAR 28/152A/3-4.

Transcript of a letter from WSC (The Headmaster's, Harrow [School, Middlesex]) to "Jack" [John S Churchill] in which he thanks him for some books and "P.O.O.'s" [Post Office Orders?]; says that he has purchased curtains for the den and instructs Jack to make 2 bunks for them to sleep in; and informs him that he has begun to study Chemistry. Typed. 2 copies. Original letter at CHAR 28/152A/2.