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Twain grew up in Hannibal, Missouri, which would later provide the setting for Huckleberry Finn and Tom Sawyer. He apprenticed with a printer. He also worked as a typesetter and contributed articles to his older brother Orion's newspaper. After toiling as a printer in various cities, he became a master riverboat pilot on the Mississippi River, before heading west to join Orion. He was a failure at gold mining, so he next turned to journalism. While a reporter, he wrote a humorous story, The Celebrated Jumping Frog of Calaveras County, which became very popular and brought nationwide attention. His travelogues were also well-received. Twain had found his calling.

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He achieved great success as a writer and public speaker. His wit and satire earned praise from critics and peers, and he was a friend to presidents, artists, industrialists, and European royalty.

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He lacked financial acumen, and, though he made a great deal of money from his writings and lectures, he squandered it on various ventures, in particular the Paige Compositor, and was forced to declare bankruptcy. With the help of Henry Huttleston Rogers he eventually overcame his financial troubles. Twain worked hard to ensure that all of his creditors were paid in full, even though his bankruptcy had relieved him of the legal responsibility.