The assassination of President McKinley in September 1901 meant that at age 42, Roosevelt had become President of the United States, the youngest in history. Leading his party and country into the Progressive Era, he championed his "Square Deal" domestic policies, promising the average citizen fairness, breaking of trusts, regulation of railroads, and pure food and drugs.
Making conservation a top priority, he established myriad new national parks, forests, and monuments in order to preserve the nation's natural resources.
In foreign policy, he concentrated on Central America, where he began construction of the Panama Canal. He also greatly expanded the United States Navy and sent the Great White Fleet on a world tour to project the United States' naval power. His successful efforts to end the Russo-Japanese War won him the 1906 Nobel Peace Prize.
Reelected in 1904, he continued pursuit of progressive policies, eventually culminating in blockage of his legislative agenda in Congress.
Roosevelt successfully groomed his close friend, William Howard Taft, for the presidency. After leaving office, he went on safari in Africa and toured Europe. Returning to the USA, he became frustrated with Taft's approach as his successor, trying, but failing to win the nomination in 1912. He founded his own party, the Progressive "Bull Moose" Party, and called for wide-ranging progressive reforms. The split allowed the Democrats to win the White House and Congress in 1912; those Republicans aligned with Taft would control the Republican Party for decades.
Interesting comparison. But I think Trump is much bigger and more talented than Teddy Roosevelt in so many ways but the analogy is right on as to the will of the people to purge failing leadership and replace it with an ass kicker. After San Juan hill in Cuba — nobody messed with Teddy. After messing with Trump, peoplew wish they were at San Juan hill.