Teddy Roosevelt Autographs
Theodore Roosevelt Jr. (October 27, 1858 – January 6, 1919) was the 26th president of the United States, serving from 1901 to 1909. Previously serving for six months as vice president under William McKinley, Roosevelt became president after McKinley's assassination in 1901. He was 42 years old upon his first inauguration, making him the youngest person to hold the office.
A sickly child with debilitating asthma, Roosevelt overcame health problems through a regime of vigorous exercise, which he called "the strenuous life". He was homeschooled and began a lifelong naturalist avocation before attending Harvard University. His book The Naval War of 1812 established his reputation as a historian and popular writer. Roosevelt became leader of the reform faction of Republicans in the New York State Legislature. After the simultaneous deaths of his first wife Alice Hathaway Lee Roosevelt and mother Martha Bulloch Roosevelt, he recuperated by buying and operating a cattle ranch in the Dakotas. Roosevelt served as the assistant secretary of the Navy under McKinley, and in 1898 helped plan the successful naval war against Spain. He resigned to help form and lead the Rough Riders, a unit that fought the Spanish Army in Cuba to great publicity. Returning a war hero, Roosevelt was elected New York's governor in 1898. Because the New York state party leadership disliked his ambitious state agenda, they convinced McKinley to choose him as his running mate in the 1900 presidential election. The McKinley–Roosevelt ticket won a landslide victory.
As a leader of the progressive movement, Roosevelt championed his "Square Deal" domestic policies after taking over as president, which called for fairness for all citizens, breaking bad trusts, regulating railroads, and pure food and drugs. His pursuit of antitrust litigation in particular earned him the nickname "the Trust Buster". Roosevelt prioritized conservation and established national parks, forests, and monuments to preserve U.S. natural resources. In foreign policy, he focused on Central America, beginning construction of the Panama Canal. Roosevelt expanded the U.S. Navy and sent the Great White Fleet on a world tour to project naval power. His successful efforts to end the Russo-Japanese War won him the 1906 Nobel Peace Prize, the first non-European to win a Nobel Prize. He was elected to a full term in 1904 and convinced William Howard Taft, his Secretary of War, to succeed him in 1908.
Read more about Teddy Roosevelt on Wikipedia
Affiliate disclosure: When you click on links to various merchants on this site and make a purchase, this can result in this site earning a commission. Affiliate programs and affiliations include, but are not limited to, the eBay Partner Network.
Current items with a signature of Teddy Roosevelt
These are the most current items with a signature of Teddy Roosevelt that were listed on eBay and on other online stores - click here for more items.
| Picture | Item Title | Price | Store |
 | JOHN BURROUGHS UNAUTHENTICATED Signed Letter and Teddy Roosevelt is Mentioned! | $2,510.00 |  |
| JOHN BURROUGHS UNAUTHENTICATED Signed Letter and Teddy Roosevelt is Mentioned! | $2,510.00 | |
Traded items with a signature of Teddy Roosevelt
The most expensive item with a signature of Teddy Roosevelt (PRES. TEDDY ROOSEVELT SIGNED/PSA PRESIDENTIAL APPOINTMENT*WOW*) was sold in May 2025 for $10,000.00 while the cheapest item (Theodore Teddy Roosevelt Signed/Dated 1904 Cabinet Photo-FULL PSA LOA!) found a new owner for $0.99 in July 2012. The month with the most items sold (2) was March 2012 with an average selling price of $71.99 for an autographed item of Teddy Roosevelt. Sold items reached their highest average selling price in January 2026 with $2,999.99 and the month that saw the lowest prices with $3.00 was January 2014. In average, an autographed item from Teddy Roosevelt is worth $44.75.
Most recently, these items with a signature of Teddy Roosevelt were sold on eBay - click here for more items.
| Picture | Item Title | Price | Store |
 | 1899 Teddy Roosevelt Signature To Emery Roth Hungarian Tribute Dinner New York | $2,999.99 |  |
| 1899 Teddy Roosevelt Signature To Emery Roth Hungarian Tribute Dinner New York | $2,999.99 | |
| Alice Roosevelt Longworth - Daughter of Teddy Roosevelt - Autographed 3x5 Card | $33.87 | |
| Alice Roosevelt Longworth - Daughter of Teddy Roosevelt - Autographed 3x5 Card | $33.87 | |
| Corinne Roosevelt Robinson 1930 ALS Signed Sister Of Teddy Roosevelt (D. 1933) | $24.99 | |
| Corinne Roosevelt Robinson 1930 ALS Signed Sister Of Teddy Roosevelt (D. 1933) | $24.99 | |
| Dan Tyler Moore Signed Bank Check 1919 /Autographed Aide Blinded Teddy Roosevelt | $33.99 | |
| Dan Tyler Moore Signed Bank Check 1919 /Autographed Aide Blinded Teddy Roosevelt | $33.99 | |
| John Urie, personal surgeon to Teddy Roosevelt, two signed checks from 1903 | $349.99 | |
| John Urie, personal surgeon to Teddy Roosevelt, two signed checks from 1903 | $349.99 | |
| Legendary Naturalist JOHN BURROUGHS Signed Letter Dated 1919 - TEDDY ROOSEVELT | $95.00 | |
| Legendary Naturalist JOHN BURROUGHS Signed Letter Dated 1919 - TEDDY ROOSEVELT | $95.00 | |
| President Theodore Teddy Roosevelt (1858-1919), Signed Autograph Page Dated 1901 | $600.00 | |
| Teddy Roosevelt Signed Land Deeds 1904, & 1909, Wisconsin and Oregon (4) | $16.00 | |
| Teddy Roosevelt Signed Land Deeds 1904, & 1909, Wisconsin and Oregon (4) | $16.00 | |
