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Letter from "Jack" [John S Churchill] (Elstree School, Herts) to WSC, on the Harrow Fencing Cup.

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Letter from "Jack" [John S Churchill] (Harrow School) to WSC, on WSC's failure in the Sandhurst entrance examination.

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Letter from "Jack" [John S Churchill] (Harrow School) to WSC, With little to report due to WSC's recent visit, commenting on WSC's good time in London.

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Letter from "Jack" John S Churchill to WSC, on the state of Jack's finances "I am bankrupt".

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Letter from "Jack" [John S Churchill] (Harrow School) to WSC, school news, regretting that WSC would not be visiting, and commenting on report of speech by Lord Randolph Churchill in The Times.

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Letter from "Jack" [John S Churchill] to WSC, asking WSC not to send him a birthday present, and asking him to save his money until they were at home together.

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Letter from "Jack" [John S Churchill] to Lady Randolph Churchill, on outbreak of scarlet fever at Harrow, Jack's birthday, and WSC's visit to Harrow.

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Letter from "Jack" [John S Churchill] to Lady Randolph Churchill, on WSC's typewriter and on report of speech by Lord Randolph Churchill in the Daily Graphic.

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Letter from Lord Randolph Churchill, 2 Connaught Place, London to WSC, thanks for letters containing news of Harrow, also commenting on the death of "poor Daisy" and sending postal order for 21s.

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Letter from Lord Randolph Churchill, 2 Connaught Place, London to WSC, on the need for WSC to return to Harrow a week early to prepare for the Sandhurst entrance examination, with Lord Randolph's reminiscences about his final examinations at Oxford. Also commenting on the death of the Duke of Clarence "one Of the saddest events I have ever known".

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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".

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Letter from Lord Randolph Churchill, 50 Grosvenor Square, London to WSC and John S Churchill, on Lady Randolph's illness and on the death of his brother-in-law, the Duke of Roxburgh.

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Letter from Lord Randolph Churchill, 50 Grosvenor Square, London to WSC, on WSC's visit to London and on Lady Randolph's illness.

Scope and Contents Letter from Lord Randolph Churchill, Kissingen, to WSC, on WSC's disappointing performance in the Sandhurst entrance examination, particularly on WSC's failure to pass well enough to join an infantry regiment, and the extra expense of a commission in the cavalry. Stating that he would not allow him to remain in the Cavalry, and that as soon as possible he would arrange his transfer to an infantry regiment. "I am certain that if you cannot prevent yourself from leading the idle useless...

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Letter from Lord Randolph Churchill, Le Nid, Monte Carlo, Monaco, to WSC, urging him to work hard at Sandhurst - to "keep the standard up & keep raising"...Pull yourself together & keep yourself well abreast & even ahead of those you are competing with..Keep down the smoking, keep down the drink & go to bed as early as you can" With postscript suggesting that he should substitute "father" for "papa" in future letters.

Scope and Contents Letter from WSC to Randolph Churchill, news of discussions with Brigadier Eric Shearer on the Middle East campaign, also on meeting with Franklin Roosevelt, President of the United States, in [Placentia Bay], Newfoundland [Canada], where they made a deep and intimate contact of friendship, commenting of the difficulty of bringing the United States boldly and honourably into the War, also on the health of CSC, the work of Mary Churchill [later Mary Soames] as an anti-aircraft gunner, and the...

Scope and Contents Letter from R Halford Forster, Representative of Randolph Churchill in the United States, to WSC, on his proposed lecture tour of the United States in the autumn of 1931, also on Randolph Churchill's current tour; commenting that Randolph had made a great impression, but had been handled very badly, blaming William Feakins, his agent, who was "not accustomed to meeting genius and charm" and had "hawked" Randolph round the country at ridiculously low fees, and that the host institutions had...

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Letter from CSC (33 Eccleston Square [London]) to "B M" [Lady Randolph Churchill] in which she thanks her for her letter about her visit to Glaslough [Monaghan, Ireland]; says that she intends to go to Lullenden [Sussex] where WSC will visit her and that "Goonie" [Gwendeline Churchill, earlier Gwendeline Bertie] is working in a hospital.

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Letter from "Clemmie" [CSC] (Ladies Athenaeum Club, 31 & 32 Dover Street [London]) to "B M" [Lady Randolph Churchill] in which she thanks her for lending her her house for the birth of [Marigold Churchill] and reports that Nellie [Romilly, earlier Nellie Hozier] has given birth to a son two weeks prematurely.

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Letter from "Clemmie" [CSC] (Lullenden, East Grinstead [Sussex]) to "B M" [Lady Randolph Churchill] in which she declines an invitation, says that she is occupied with her canteen work and expresses pleasure at [Lady Randolph's] "wonderful new happiness" [a reference to her relationship with Montagu Porch].

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Letter from "Clemmie" [CSC] (Charlton, Banbury [Oxfordshire]) to "B M" [Lady Randolph Churchill] in which she refers to an enclosure [not present] from WSC, says that King [George V] has been "charming" about [Lady Randolph] and discusses hunting.

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Letter from "Clemmie" [CSC] (41 Cromwell Road [London]) to "B M" [Lady Randolph Churchill] in which she says that she understands [Lady Randolph's] "difficulty", thanks her for her help when WSC was in France and says that she is sure that WSC will be able to rely on his own [financial] resources.

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Letter from "Goonie" [Lady Gwendeline Churchill, formerly Lady Gwendeline Bertie] (The Lodge, Brackley, Northamptonshire) to "B M" [Lady Randolph Churchill], expresses concern for her health, discusses plans to go to Scotland on the [Admiralty yacht] Enchantress with WSC and "Jack" [John S Churchill] and reports that the "boys" [John G Churchill and Peregrine Churchill] are well. Signed manuscript.

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Letter from "Goonie" [Lady Gwendeline Churchill, formerly Lady Gwendeline Bertie] (10 Talbot Square, Hyde Park [London]) to "B M" [Lady Randolph Churchill] in which she says that she and "Jack" [John S Churchill] would be prepared to do anything for her and that Jack is concerned about her and would "give his blood for your happiness". Signed manuscript.

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Letter from "Goonie" [Lady Gwendeline Churchill, formerly Lady Gwendeline Bertie] (41 Cromwell Road [London]) to [Lady Randolph Churchill] in which she says that she would like a short coat for the baby [Peregrine Churchill] and a day gown for herself and reports that the health of John [G Churchill] has improved and that "Clemmie" [CSC] has gone to Blenheim. Signed manuscript.