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President Roosevelt forwards a note he received from William Sheffield Cowles; he found the note so touching he wants Anna Roosevelt Cowles to see it, but he wants it back so he can keep it. He wants to discuss several matters with Ambassador Reid and looks forward to seeing William Sheffield Cowles, Jr.
1903-10-28
President Roosevelt wishes Anna Roosevelt Cowles well. He asks her to tell William Sheffield Cowles how much he appreciates his fur jacket.
1904-01-18
President Roosevelt tells Anna Roosevelt Cowles that the information provided by Elisabeth Mills Reid about Nelson Appleton Miles very useful.
1904-02-01
President Roosevelt was touched by the letter from William Sheffield Cowles, which spoke of a tragedy. Roosevelt showed the letter to William H. Moody.
1904-04-15
President Roosevelt suggests dining and travel arrangements for Anna Roosevelt Cowles and Whitelaw Reid.
1904-04-28
President Roosevelt is worried about Anna Roosevelt Cowles’s son, William Sheffield Cowles, Jr., who is unexpectedly not well. Roosevelt wants her to tell young Sheffield about a camping trip Roosevelt took with his sons and nine other boys, which he describes in detail.
1904-07-21
President Roosevelt has appointed Admiral George Converse and tells of taking Secretaries Morton and Moody out to Rock Creek for a strenuous walk that both men underestimated. Roosevelt is enamored with Washington, D.C., and with his wife Edith Roosevelt, who delights in an unusual variety of activities there. As the election approaches, Roosevelt reflects on his legacy and the importance of his work in office and in life.
1904-07-30
President Roosevelt encourages his sister to hire a lawyer from outside the family, regardless of whether a Roosevelt might be qualified for the work. Roosevelt also shares his impressions of Alton B. Parker’s campaign platform.
1904-08-11
President Roosevelt is frustrated at the role money is playing in the campaign, saying that he will probably lose Montana and Nevada as a result of its influence. Roosevelt also comments on Anna Roosevelt Cowles’ travel arrangements and sends his greeting to her guide.
1904-08-21
President Roosevelt is frustrated with Attorney General Moody for speaking to Anna Roosevelt Cowles after already addressing a particular situation with him. Roosevelt hopes that Moody and Secretary of the Navy Morton do not discuss it further on their own and he has written to each to explain this. Theodore Roosevelt Jr. will study with a tutor rather than go back to Groton so that he can enter Harvard next year.
1904-08-30
President Roosevelt and Edith Roosevelt have designated breakfast as their private family meal, and he enjoys spending this time with his children. He looks forward to a favorable result in the upcoming election; Edith has invited the members of the cabinet over on election day to celebrate or mourn the outcome as it happens.
1904-10-18
Governor Roosevelt shares his thoughts about several potential positions he might pursue, including the Governor Generalship of the Philippines, the Vice Presidency, or a cabinet position. He is satisfied with his work and his legacy, having fought for truth and decency; he is more than happy with his friends.
1900-01-23
Governor Roosevelt does not want the vice presidency; instead he wants to continue to be governor, where he believes he can accomplish more. With regard to the Second Boer War, Roosevelt sympathizes with the British, for he sees that they and the Boers are both fighting for that in which they believe.
1900-02-02
Governor Roosevelt has firmly decided he will not accept the Vice Presidency. He is corresponding with Frederick Courtenay Selous, a big game hunter from South Africa, about the Second Boer War.
1900-02-05
Governor Roosevelt informs Anna Roosevelt Cowles of possible times he might visit soon and updates her on his frustration with his opponents. He enjoyed spending time with Secretary of the Navy John Davis Long at dinner and thinks very highly of him.
1900-02-22
Governor Roosevelt describes how he has learned to navigate the political challenges of his office while ensuring that work is done honestly and transparently.
1900-02-27
Governor Roosevelt asks for advice about the nurses’ bill. Roosevelt states that he is taking care of the children while Edith Roosevelt is away, and describes them as being “really very cunning.” He also discusses the daily business of governing New York.
1900-03-14
Theodore Roosevelt understands the nurses’ bill thoroughly after receiving information from his sister. He will try to do what he can about it. Edith Roosevelt has enjoyed an excellent time in Havana, Cuba, where she stayed at the palace. She is now on her way to Santiago and then to Puerto Rico.
1900-03-17
Anna Roosevelt Cowles has hurt her ankle, but Governor Roosevelt looks forward to seeing her on his visit soon. He updates her on his correspondence with the Lodges.
1900-04-25
Governor Roosevelt presents a detailed, multifaceted analysis of his next career move. He still favors the governorship and does not want the vice presidency, but he also sees that he may lose the gubernatorial election. He takes the advice of Henry Cabot Lodge to heart throughout his deliberations.
1900-04-30