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 Clara Hall Jerome, 53 Seymour Street, London to WSC, sending £10 for WSC's tailor.

Letter from "Woom" [Elizabeth Everest], 2 Connaught Place, London to WSC, on his finances, sending 10s, "the amount I owe you".

Letter from "Woom" [Elizabeth Everest], 2 Connaught Place, to WSC, on the state of his finances.

Letter from "Woom" [Elizabeth Everest] to WSC, on the state of his finances, regretting that she was unable to help him "unless you wish me to starve".

Statement from The Lecture Agency Ltd. - accounts for WSC's British lecture tour, 26 October - 30 November 1900.

Account from H A Beckenham, Private Secretary to WSC, for payments made on WSC's behalf on trip to the East, 2 March - 17 Apr 1921, £66 3s [annotated by WSC].

Letter from Thomas Cook & Son, Travel Agents, to WSC, asking for payment of account for tickets supplied, £193 5s 2d.

Note from Sir Archibald Sinclair (later Lord Thurso) to WSC, on accounts for visit to Egypt, and for polo ponies [annotated by WSC].

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 WSC to Sir Austen Chamberlain, Chancellor of the Exchequer, disclosing his investment in South African stock, (mainly in gold mines), and asking if he should sell them because of his appointment as Colonial Secretary.

Letter from Sir Austen Chamberlain, Chancellor of the Exchequer, to WSC, stating that in his opinion WSC's South African investments would not conflict with his duties as Colonial Secretary, but advising him to leave the investments unaltered during his tenure of office (annotated by WSC, that he had shown the letter to the Prime Minister, who had agreed with Chamberlain).

Letter from CSC to Nicholl, Manisty & Co., on termination of £300 reversionary annuity to cover the contingency of WSC predeceasing Lady Randolph Churchill [copy].

Letter from John S Churchill to WSC, on WSC's investments.

Letter from "Jack" [John S Churchill] to WSC, list and valuation of his securities [annotated by WSC].

Letter from Lumley & Lumley to WSC, on Carnlough rents, and his liability to cost of repairs of Carnlough harbour.

Letter from Edward Marsh, Private Secretary to WSC to Donald Macdonald, denying responsibility for car accident in Scotland, as WSC was not the owner or driver of the car in question [carbon].

Letter from WSC to Nicholl, Manisty & Co., giving Sir Howard Frank's opinion that Chartwell would command a valuation sufficient to sustain a total mortgage of £7,000 [carbon].

Letter from WSC to Vickers Da Costa, asking them to sell all of the securities recently purchased by him, and to pay the proceeds [c. £22,000] into his bank account, also instructing them to close all of his speculative accounts [carbon].

Letter from WSC to Lloyds Bank, on his intention to pay off his loan and overdraft [carbon].

Letter from Lloyds Bank to WSC, enclosing a statement of his Income Tax and Super Tax liability.

Letter from WSC to Lumley & Lumley on his liability to cost of repairs of Carnlough Harbour [carbon].

Letter from WSC to Lumley & Lumley, agreeing to sell property in Carnlough [carbon].

Letter from Cox & Co., Bankers, London, to WSC, on advance of £5,000.

Letter from Nicholl, Manisty & Co. to WSC, on sale of 2 Sussex Square by the Trustees of Lord Randolph Churchill's Will, and the division of the sale proceeds [annotated by WSC].