Tsakalotos was born in Preveza in 1897, at a time when it was still a province of the Ottoman Empire. At the age of thirteen, he went to Alexandria, to make the acquaintance of a cousin who lived there.
Military career
He entered the Hellenic Army Academy in 1913 and graduated from it as an Infantry 2nd Lieutenant on 1 October 1916. He fought at the Macedonian front of World War I, being promoted to Lieutenant in 1917, as well as in the Asia Minor Campaign, being promoted to Captain in 1920. In the interwar period he held various staff appointments and commands, as well as a teaching post in the Superior War Academy. He was promoted to Major in 1924, Lt Colonel in 1930 and Colonel in 1938.
On 24 March 1945 he was appointed commander of the 2nd Infantry Division. In the next year he was placed as the head of the Superior War Academy and promoted to Major General. An able officer, he rose quickly: commander of III Army Corps in 1946, he was appointed Assistant Deputy Chief of the Army General Staff in 1947, then promoted to Lieutenant General and given command of I Army Corps and then II Army Corps in 1948. He played a major role in the victory of the Hellenic Army in the Greek Civil War,leading the pacification of western Epirus in July–August 1948, and helped stabilize the situation at the Battle of Vitsi in October, before initiating the operations for the final suppression of Communist guerrilla activity in the Peloponnese in December. After the Communists captured Karpenisi, Tsakalotos led the task force sent to pursue them; and he defended Arta from capture. Finally, he led the final charge against the communist stronghold at Mount Grammos during the decisive Operation Pyrsos in 1949. His personality led to strained relations with his superior, Alexander Papagos; the British officer Christopher Woodhouse, who had been active in the Greek Resistance and knew both, wrote of the relationship between Papagos and Tsakalotos: "The disharmony between Papagos and Tsakalotos was rather like that between Eisenhower and Montgomery in the Second World War. Tsakalotos was a brilliant field commander, egoistic and impetuous, always convinced that the crux of any strategic problem was where he happened to be in command. Papagos was a superlative staff officer, impeccable in logistic planning and exact calculation, a master of the politics and diplomacy of war, with little experience of high command in battle."
Later career
From 31 May 1951 until 20 November 1952, he served as Chief of the Army General Staff. Shortly before, Papagos had announced that he was resigning to pursue politics after a clash with King Paul. The king directed Tsakalotos to arrest Papagos, but Tsakalotos refused to carry out the order.
Diplomatic career
In 1957–1960, Tsakalotos also served as Greece's ambassador to Yugoslavia. In April 1967, following the fall of Ioannis Paraskevopoulos' government, Tsakalotos was suggested to Andreas Papandreou as the possible head of a national unity government. Papandreou suspected the proposal had come from the King, but he dismissed the idea as Tsakalotos did not have the support of the "democratic camp" and because he believed a national unity government at that time was unacceptable. Following the Metapolitefsi of 1974, Tsakalotos became a supporter of Andreas Papandreou and the Panhellenic Socialist Movement ; in the elections of 1985 he published a statement encouraging people to vote for PASOK and saying that he felt Andreas was like a brother to him. On 23 March 1984, as a symbolic gesture of reconciliation and healing of the divisions caused by the Civil War, Tsakalotos publicly met and shook hands with his erstwhile adversary, Markos Vafiades, the commander of the Communist forces. Thrasyvoulos Tsakalotos died in Athens on 15 August 1989.