During the mid 1920s Armstrong began recording the sessions that would become legendary with his Hot Five and Hot Seven groups. His first record under his own name was My Heart cut November 12th 1925.  For better than three years Armstrong remained in Chicago churning out a number of famous recordings that earned him worldwide acclaim. Many were with a pianist he had worked with in the Dickerson band named Earl "Fatha" Hines. By the time he returned to New York in 1929 both black and white audiences knew Armstrong the world over.

While in New York, this time around, Armstrong reached a pivotal point in his career; he led the Dickerson band and doubled in a roll on Broadway in the revue called Hot Chocolates. His first popular song hit came from this show; a song written by Fats Waller called Ain't Misbehavin'.

From then until the mid 1940s Louis played with a big band, his material now becoming "pop" songs of the day, rather than blues or original instrumental compositions. His singing took on a more dominant role in his performances and recordings and some of the groups his record label Decca paired him with were at best questionable. Jazz critics find much of his output from the mid 1930s forward to be of a lesser regard than his pioneering efforts in the 1920s even though Armstrong continued to spread the appeal of jazz, as popular music, around the globe as no one else could. While some of his "swing" recordings from the 1930s and 1940s provided many with the opportunity to enjoy him in a more "easy to relate to" and popular manner, others see them as evidence of Armstrong selling out to pop music.

One bright spot for improvisation's sake took place at the 1944 Esquire All American Jazz Concert. Louis took his rightful place that evening at the top of a list of jazz all-stars selected by Esquire magazine. He later humbly expressed his enthusiasm and appreciation of being there and playing with all the "greats" that evening but to a man, they had Satchmo to thank for making their careers more fruitful.

His new manager Joe Glaser had no trouble in booking and overbooking Armstrong during this period. The schedule he had Louis on was unbelievable, if not downright ludicrous. Many times Armstrong's lips were so overused they bled from his performances. Because Glaser had him moving about so much doing live performances, Armstrong was not recorded as much in the studio with quality backing as he should have been even into the 1950s.

In 1947 Armstrong led a sextet that was to become known as simply Louis Armstrong And His All-Stars. This small group, playing mainly Dixieland based jazz, proved an immediate success and became Armstrong's permanent touring setting.

In the 1950s and 1960s, following his Decca affiliation, Armstrong was recorded in a variety of settings; from small groups with Oscar Peterson on piano, to two albums with Ella Fitzgerald, to big band and orchestral accompaniment. The bulk of these recordings can be found on the Verve record label. He can also be heard on a live Verve LP called Jazz At The Hollywood Bowl as recorded in the mid 1950s. Although his Blueberry Hill and Hello Dolly were big pop hits at the end of his career they offer little for jazz and swing music fans. A more interesting and representative pop recording from his latter career would be A Kiss To Build A Dream On arranged by Sy Oliver and another hit.

Armstrong was given a bad rap by some as being an "Uncle Tom," a judgment laid on him by detractors that viewed his "clowning" akin to that of a minstrel act. However his love for Harlem, where he made his home, never ceased. Armstrong was outspoken and took an active role in Civil Rights issues starting as early as the Eisenhower era in the 1950s.

Louis Armstrong was the first great trumpet soloist in jazz. His unmistakable trumpet and vocals, while not as "hot" or improvisational in latter years, continued doing what he loved most, making people happy.