Letter from Nicholl, Manisty & Co., Solicitors, to WSC, sending draft of his will, with comments on provisions for his wife and children.

Draft of WSC's Children's Settlement Trust.

Statement of the effect of the dispositions contained in WSC's draft will.

WSC's Pass Books for Investment Account with Cox & Co., March-Sept 1921, the books contain extensive notes by WSC on his finances, 1921-23, including details of his Childrens' Trust, his South African investments, Chartwell, estimates of his income and expenditure, and expenses and receipts for The World Crisis [2 items].

Letter from [Lady Randolph Churchill](Paris [France]) to [Lord Randolph Churchill] in which she gives instructions for [Elizabeth] Everest and the care of the baby [WSC]; expresses approval for his letter to [John, 7th] Duke [of Marlborough concerning Lord Blandford, later George, 8th Duke of Marlborough]; comments on the behaviour of [W H] Trafford; discusses financial affairs and the attachment between Clara [Jerome, later Clara Frewen] and Prince de Claremont.

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 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 (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 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 WSC (Hotel Couronne & Poste [?Brigue, Switzerland]) to "Mamma" [Lady Randolph Churchill] in which he says that he is looking forward to going to Sandhurst and that his French is impressive, objects to her comment that he has written "a scrap" [short letter] to "Grandmamma" [Frances, Duchess of Marlborough], expresses his determination to work hard at Sandhurst and asks her to suggest to [Lord Randolph Churchill] that he should be given an allowance.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] asking her to persuade "Papa" [Lord Randolph Churchill] to give him an allowance and saying that he has been waiting for a letter from his father, who he hopes will be pleased that he [WSC] has got into the infantry at Sandhurst.

Letter from WSC ([Royal Military College, Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he explains that "Grandmamma" [Frances, Duchess of Marlborough] had not given him any money and that he had been forced to borrow some. He expresses his relief that "Papa" [Lord Randolph Churchill] is pleased that he [WSC] has got into the infantry.

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 reports that he is doing well and that he hopes that his examination results will please "Papa" [Lord Randolph Churchill], asks her to send him money and wishes her success with her concert.