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This test consists of 5 short answer questions, 10 short essay questions, and 1 (of 3) essay topics.

Short Answer Questions

1. Opposition to Theodore Roosevelt’s nomination for Republican candidate for New York Governor pointed out that Roosevelt held no property in the state. What legal advisor came to the rescue for Roosevelt?

2. Who, along with William Tiffany, donated to the Rough Riders two Colt Machine Guns that cost $7,500 each?

3. As New York City Police Commissioner, one of Roosevelt's most effective means of rooting out corruption proved to be his own night patrols. The first night, he warned how many delinquent officers of repercussions, according to the author in “Chapter 19, “The Biggest Man in New York”?

4. On what date did Theodore Roosevelt join the march for San Juan Hill in Cuba during the Spanish-American War?

5. Spain declared war on the U.S. over Cuba on what date?

Short Essay Questions

1. What scene does the author describe in the opening of Chapter 18, “The Universe Spinner”? What appearance did Theodore Roosevelt make in this setting?

2. Once he’d accepted the nomination for Vice President, how did Theodore Roosevelt go about campaigning in the 1900 election in Chapter 28, “The Man of Destiny”?

3. What problems arose concerning Elliott Roosevelt in Chapter 17, “The Dear Old Beloved Brother”?

4. How was Theodore Roosevelt perceived in his role as Governor of New York, according to the author in Chapter 27, “The Boy Governor”?

5. How did Theodore Roosevelt go about helping his brother Elliott in Chapter 17, “The Dear Old Beloved Brother”?

6. How did Theodore Roosevelt respond to the deployment to Cuba in Chapter 25, “The Wolf Rising in the Heart”? Where did the Rough Riders land?

7. Why did the USS Maine travel to Cuba? Who supported this move, according to the author in Chapter 23, “The Lieutenant Colonel”?

8. How does the author describe Theodore Roosevelt’s time in Florida in Chapter 24, “The Rough Rider”? When did Theodore Roosevelt deploy for Cuba?

9. What major battle did Theodore Roosevelt participate in during the Spanish-American War? When did he return home in Chapter 25, “The Wolf Rising in the Heart”?

10. How was the New York Police Commission structured during Roosevelt’s tenure there? What conflicts did Roosevelt face as Commissioner?

Essay Topics

Write an essay for ONE of the following topics:

Essay Topic 1

Describe the candidates, platforms, and debates of the 1886 New York City Mayoral election. Whom did Theodore Roosevelt run against? What were his competitors like? What ultimately appeared to be Roosevelt’s downfall in the election?

Essay Topic 2

Describe and discuss the different perceptions of Theodore Roosevelt expressed in the book’s Prologue. What authors and public figures liked Theodore Roosevelt? Why? Who were his critics? What did they perceive about this larger than life politician?

Essay Topic 3

Describe the development of the Maltese Cross Ranch in 1892. Whom did Roosevelt invite west to manage the ranch? How did these individuals feel about its prospects? How much money did Roosevelt invest in the development of the ranch?

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