Letter from WSC (Admiralty, Whitehall) to "Mamma" [Lady Randolph Churchill] about the naval estimates which he describes as "past the danger point". He informs her that he has written to Sir E[dward] Grey about a consulship for "Hugh", and that Lady Blanche [Hozier] is better and that the children are well. In a postscript he makes comments on the poor health of [5th Lord] Rosebery. Envelope present.

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] to "Mama" [Lady Randolph Churchill] in which he says that he is sorry to have missed her, reports that [Edmund] Wheater [George Cornwallis-West's business partner] is "very bitter at George [Cornwallis-West] leaving him to face the music" and asks her to write to "Goonie" [Lady Gwendeline Churchill, formerly Lady Gwendeline Bertie].

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].

Letter from "Jack" [John S Churchill] (41 Cromwell Road [London]) to "Mama" [Lady Randolph Churchill] discussing financial affairs and the possibility that George [Cornwallis-West] may be declared bankrupt. He gives details of outstanding bills and writs which have been taken out against George.

Letter from "Jack" [John S Churchill] (41 Cromwell Road [London]) to "Mama" [Lady Randolph Churchill] discussing financial affairs and court cases against George [Cornwallis-West]. He advises her not to keep various objects and stresses that her name should not appear in the newspapers.

Letter from "Jack" [John S Churchill] (Hotel des Arcades, Dunkerque [France]) to "Mama" [Lady Randolph Churchill] thanking her for a gift, speculating on the progress of the war and asking her to look after "Goonie" [Lady Gwendeline Churchill, earlier Lady Gwendeline Bertie]. Envelope present.

Letter from "Jack" [John S Churchill] (The Nunnery, Thetford [Norfolk]) to "Mama" [Lady Randolph Churchill] in which he says that he is busy [in the army] preparing to be called to the war if needed and that he hopes to see "G" [Lady Gwendeline Churchill, earlier Lady Gwendeline Bertie].

Letter from "Jack" [John S Churchill] ("G H G") to "Mama" [Lady Randolph Churchill] in which he thanks her for accommodating his children; discusses the death of Norman [Leslie] in action; informs her that he has been given a staff job and discusses conditions in the trenches.

Letter to WSC and CSC from Gladys Gough, enclosing a cutting from the New York Times on Mary Churchill [later Mary Soames] being spanked by a United States soldier at an ATS [Auxiliary Territorial Service] party; also includes press transcripts and notes by John Martin [Private Secretary to WSC] and D Parker-Bowles, Duty Officer, Ministry of Information, on whether the incident should be prevented from appearing in British newspapers.

Note from Francis Brown [Private Secretary to WSC] to Randolph Churchill enclosing a War Cabinet report on foreign propaganda broadcasts: report includes undermining of WSC with a quote from Randolph Churchill on WSC keeping his money safely in the United States, and the suggestion that Sir Stafford Cripps, Lord Privy Seal, is a Bolshevist sympathiser and possible agent.

Telegrams between General Sir Claude Auchinleck, Commander-in- Chief, Middle East, Sir James Grigg, Secretary of State for War and WSC on Major Randolph Churchill being ordered to remain in Britain, the false position he has been placed in, and Auchinleck's request that he should be returned to the Middle East; includes covering correspondence between Sydney Redman [Principal Private Secretary to Grigg], Leslie Rowan and Francis Brown [Private Secretaries to WSC].

Correspondence between Randolph Churchill and William Connor, "Cassandra" of the Daily Mirror, on Randolph Churchill's recent unopposed election success at Preston [Lancashire] and his criticism of Admiral of the Fleet 1st Lord Chatfield but not Lord Halifax [earlier Edward Wood and Lord Irwin] and Sir Kingsley Wood as former advocates of appeasement; includes covering notes by Lilian Buck, Secretary to Randolph Churchill and John Martin [Private Secretary to WSC].

Correspondence between WSC, and Major Randolph Churchill on the latter's new posting to the Middle East; includes covering correspondence between Edmond Armstrong, War Cabinet Office and John Martin and Francis Brown [Private Secretaries to WSC] and a note from Martin to Pamela Churchill [earlier Pamela Digby, later Pamela Harriman].

Minute from Lieutenant-General Sir Hastings Ismay [Chief of Staff to WSC] to WSC on a proposed appointment for Randolph Churchill as Intelligence Officer to the Commando Brigade.

Letter from "J M M" [John Martin, Prime Minister's Private Secretary] to Mrs Randolph Churchill [later Pamela Harriman] passing on news about her husband. Carbon copy.