NAME Pope Gregory I (c. 540 – 604), commonly known as Saint Gregory the Great.
WHAT FAMOUS FOR Gregory was the first monk elected Pope (590–604) and one of the most influential leaders in Church history. He reformed the liturgy, strengthened papal authority, sent Augustine’s mission to convert the English, introduced Ash Wednesday customs, and promoted doctrines that shaped medieval Catholicism.
BIRTH Gregory was born around 540 AD in Rome, at a time when the city had recently been reconquered by the Eastern Roman Empire from the Ostrogoths. The exact date of his birth is unknown.
FAMILY BACKGROUND Gregory was born into a wealthy noble Roman family with extensive ecclesiastical connections. His father, Gordianus, was a patrician who served as a senator and for a time was the Prefect of Rome, also holding the position of Regionarius in the church. His mother, Silvia, was well-born and later became a saint, her feast being kept on November 3, as did two of his paternal aunts, Trasilla and Emiliana.
His great-great-grandfather had been Pope Felix III (reigned 483-492).
The family owned extensive estates in Sicily and possessed considerable wealth.
CHILDHOOD Gregory’s childhood unfolded against a backdrop of war and hardship. In 546, when he was only six, the Gothic warlord Totila laid siege to Rome for the second time, leaving the city’s inhabitants—Gregory’s family among them—reduced to eating nettles to survive. Patrician households, once proud, were forced to beg from door to door.
According to scholar Frederick Homes Dudden, it is likely that Gregory’s family retreated to their estates in Sicily after Totila’s renewed assault in 549. Gregory’s later correspondence, which includes nearly eighty letters concerning Sicilian affairs, demonstrates both his deep familiarity with the island’s history and culture and the formative influence of these years.
Even in youth, he was drawn to Scripture, eager to absorb the wisdom of his elders, and was remembered by contemporaries as being “devoted to God from his youth up.” (1)
EDUCATION Gregory received an excellent classical education in liberal arts, law, dialectic, and rhetoric, studying in Rome. His education prepared him for a career in public service and gave him a deep knowledge of Latin literature and legal principles.
Gregory of Tours tells us that in grammar, rhetoric and dialectic he was so skilful as to be thought second to none in all Rome, and it seems certain also that he must have gone through a course of legal studies.
His home environment was steeped in Christian devotion, which shaped his religious sensibilities.
CAREER RECORD 573: Elected Prefect of Rome (the city’s highest civil office).
574: Resigned, preferring the solitude of monastic life. Converted his mansion into the Monastery of St. Andrew.
579–584: Served as emissary to Constantinople.
587: Briefly planned a mission to Britain, but a “sign from God” halted him.
590: Upon the death of Pope Pelagius II in 590, Gregory was elected pope, reluctantly accepting the position.
592: Negotiated peace with the Lombards.
595: Commissioned Augustine’s mission to England after famously remarking that the Angles looked like “Angels.”
APPEARANCE Historical sources do not provide a detailed physical description of Gregory.
Gregory was described as frail in body due to illness and fasting. By later life, arthritis and gout left him lame and often bedridden.
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| Saint Gregory the Great by José de Ribera |
FASHION As Pope, Gregory would have worn the traditional papal vestments of his era, including the distinctive pallium (a woolen band symbolizing papal authority). In artistic depictions, he is typically shown in episcopal vestments appropriate to his time as Bishop of Rome, rather than the more elaborate ceremonial dress of later medieval popes.
During his monastic period, he wore simple monastic robes, having given up the elaborate clothing ("clad in the trabea and aglow with silk and jewels") of his former civil position to serve "clad in a worthless garment". (2)
CHARACTER Gregory's character marked by gentleness, charity, and tolerance. As the Pope, he maintained profound humility, often referring to himself as "the servant of the servants of God" (servus servorum Dei), a title that future popes would also adopt.
He was direct and firm in his leadership One notable incident recorded shows Gregory's stern approach to discipline when a dying monk had stolen three gold pieces - Gregory forced the monk to die alone and threw his body on a manure heap with the condemnation "Take your money with you to perdition," though he later had 30 Masses offered for the monk's soul.
Gregory demonstrated remarkable administrative talent combined with genuine pastoral concern, showing "discriminating insight into human characters and motives, and his perception of the temptations to which circumstances or temperament render various people liable". His deep spirituality was balanced with practical wisdom and day-to-day pragmatism. (3)
SPEAKING VOICE Historical sources do not provide specific descriptions of Gregory's speaking voice. However, in his own preaching, "Gregory was skilled at applying the daily Gospel to the needs of his listeners." His extensive writings demonstrate his skill as a communicator, and his Pastoral Rule emphasizes the importance of effective preaching and appropriate speech for different audiences. (4)
Contemporaries noted he had difficulty speaking when upset, including at the time of his reluctant papal election, when he could barely address the crowd.
SENSE OF HUMOUR Gregory was remembered for his solemn and serious demeanor, a reflection of the heavy responsibilities he bore as pope. In his Pastoral Rule, he even cautioned against inappropriate levity.
Despite this reserve, he was also fond of wordplay, and several clever puns are attributed to him. When shown a group of fair-haired boys from Britain who were identified as pagan “Angles,” Gregory is said to have quipped, “They are not Angles, but Angels.”
On learning that the boys came from a province called Deira (modern Northumberland), he added, “Truly they are de ira—plucked from wrath and called to the mercy of Christ.”
Finally, when told that they were subjects of King Ælla, Gregory could not resist completing the chain of puns: “They should sing Alleluia in Ælla’s land.”
RELATIONSHIPS Gregory never married and had no romantic relationships, having embraced celibacy as a monk and later as pope. His most significant relationships were with family members who influenced his spiritual development, including his sainted mother Silvia and aunts Trasilla and Emiliana.
He had a close spiritual relationship with the monk Augustine, whom he sent to England, and was a close friend to many of his fellow monks and clergy.
He maintained extensive correspondence with bishops, nobles, and administrators across Europe, particularly developing a close working relationship with Queen Theodelinda of the Lombards, through whom he influenced her husband King Agilulf to convert to Catholicism. His letters reveal deep pastoral concern for those under his care and diplomatic skill in managing relationships with both secular and religious leaders.
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| Illumination in a 12th-century manuscript of a letter of Gregory's to Leander, bishop of Seville |
MONEY AND FAME Gregory came from considerable wealth, inheriting extensive family estates in Sicily and Rome. However, after his father's death, he sold off all his patrimony and used the proceeds to found monasteries and give generously to the poor.
As pope, he was known for emptying the papal treasury to ransom prisoners, care for plague victims, and feed the hungry. He viewed wealth as a means of service rather than personal aggrandizement, demonstrating the monastic virtue of poverty throughout his papal reign.
His fame grew from his actions and his writings, which were widely circulated. Despite achieving great fame and influence, Gregory maintained humility and repeatedly expressed reluctance about accepting high office.
FOOD AND DRINK Gregory's approach to food was marked by extreme asceticism. During his monastic years, his excessive fasting undermined his health and contributed to the chronic digestive problems that plagued him throughout his papacy.
As pope, while he personally maintained simple eating habits, he was deeply concerned with feeding others, using Church resources to import grain from Egypt and organizing food distribution during famines throughout Europe.
MUSIC AND ARTS Gregory had a profound influence on liturgical music, with Gregorian chant being named in his honor. Although scholars debate whether he personally composed chants or merely organized existing traditions, he certainly "collected and codified" the musical traditions of the Church and "fostered the place of the chant in the sacred liturgy". However, hs influence on the development of Western liturgical music is undeniable, and he is often depicted with a dove, symbolizing the Holy Spirit, whispering the melodies into his ear. (5)
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| A dove representing the Holy Spirit sitting on Pope Gregory I's shoulder symbolizes Divine Inspiration. |
Gregory also promoted the use of visual arts for religious education, introducing illustrated Bibles to make the word of God accessible to the illiterate. He believed in the power of religious images and supported their use in worship, organizing processions carrying images of the Virgin and crucified Christ during Rome's plague.
LITERATURE Gregory was a prolific and influential writer, more than any of his predecessors as pope. His major works include the Pastoral Rule (Liber Regulae Pastoralis), a comprehensive guide for church leadership that remained influential for centuries. He wrote the four-book Dialogues concerning the lives and miracles of Italian saints, and produced a massive commentary on the Book of Job called Moralia that provided teachings on theology, suffering, and patience. His writings were highly valued throughout the Middle Ages.
Gregory penned over 800 letters that provide crucial historical documentation of his era. His literary style demonstrated "intimate acquaintance with the whole of Holy Scripture" and showed him to be "a true expounder of its general moral and religious teaching". (3)
NATURE While Gregory spent considerable time in urban administration and ecclesiastical duties, his monastic background gave him an appreciation for contemplative life away from worldly affairs. He spoke fondly of his monastic years as times when "in that silence of the heart, while we keep watch within through contemplation, we are as if asleep to all things that are without".
His family estates in Sicily connected him to agricultural life, and in his writings, he often used metaphors and parables from the natural world to illustrate theological and moral points.
As pope he managed Church lands that produced crops for feeding the hungry.
When still a monk, Gregory received permission to lead a mission to England. The party had not gone far when Gregory was halted by a sign. A locust dropped onto the Bible he was reading. "Locusta", he excaimed. ("Locastat" means remain in your place.) He returned to Rome and soon after being elected Pope he was able to send instead. (6)
PETS As a monk who embraced poverty and simplicity, and later as a pope focused on pastoral duties during times of crisis, personal pets would have been inconsistent with his austere lifestyle, though he admired creation as God’s handiwork.
HOBBIES AND SPORTS Gregory’s “hobby” was prayer, study, and writing. He abandoned worldly entertainments after choosing monastic life. His extensive writing projects, particularly his biblical commentaries, represented scholarly pursuits that occupied his personal time.
SCIENCE AND MATHS His administrative work as pope required practical mathematics for managing Church finances, organizing grain distribution, and calculating tribute payments to the Lombards.
PAPACY On September 3, 590, the church leaders decided that Gregory would make a splendid pope. Gregory disagreed. In fact, he disagreed so thoroughly that he bolted out of Rome and hid in the forest, where he no doubt prayed very hard that the whole idea would go away. It didn’t. He was found, hauled back, and more or less plonked into the papal chair. Gregory was so miserable about it that he could hardly get a word out. This was not the ambitious career move of a man who had been planning a pontificate since boyhood—it was more like being volunteered for the worst possible church committee and then finding out it was permanent.
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| Image by Perplexity |
Still, history has a way of ignoring people’s preferences. Gregory, the reluctant monk, became the first of his kind to wear the papal tiara, which was a triumph for the Benedictine order, though one imagines the man himself was not exactly doing cartwheels of delight. To make matters worse, Rome was being ravaged by plague at the time, and his very first act as pope was to order a penitential procession through the streets. People sneezed, people prayed, and—miracle of miracles—the plague subsided. Some even say that’s when “God bless you” first became the polite thing to say after a sneeze.
Gregory sent Augustine of Canterbury and forty monks off to Britain, reassuring them that the English should not have their temples destroyed, but gently repurposed for worship. A sensible approach. The missionaries, however, were not at all reassured by the bloodcurdling rumours they heard about the locals and scuttled back to Rome. Gregory listened patiently, sent them out again, and told them to stop being so dramatic.
It is typical of Gregory that, having been dragged into the papacy, he gave himself wholly to the job. He reorganized the church estates, gave away vast amounts of money to the poor, ransomed prisoners, cared for refugees, and did his best to keep Rome functioning when the government in Constantinople was far too far away to help. He was so committed to fasting and asceticism that he ruined his health, spending much of his later life in pain. Yet he carried on, guiding, writing, reforming, and even reshaping the liturgy that would carry his name in “Gregorian chant.”
When he died in 604, worn out by service he had never wanted in the first place, people declared him a saint immediately. He had called himself simply “the servant of the servants of God.” Which, given his track record of reluctance, puns, and compassion, might just have been the most accurate job description any pope has ever written.
PHILOSOPHY & THEOLOGY From an early age, Gregory had the sort of seriousness that would have made him a slightly unnerving companion at a school picnic. While other children might have been chasing each other around with sticks, he was apparently gazing dreamily at the Scriptures and listening, wide-eyed, to the deep conversations of his elders. People said he was “devoted to God from his youth up.” Which is lovely, of course, though one wonders if the other children ever tried to lure him into a game of marbles.
After his father’s death, he decided the best use of his life was to live like a monk on overdrive. He often prayed right through the night, and his severe asceticism left him convinced that, after baptism, every single sin needed serious penance—anything from giving away your money to praying non-stop for twenty-four hours. It sounds exhausting, and it probably was. His spirituality gave the Church some of its most enduring doctrines: the power of saints and relics, purgatory, even transubstantiation.
But Gregory wasn’t all solemnity. He had this odd, mischievous streak. In one of his sermons, he described the devil as a practical joker who spent his time untying priests’ garters and tugging off their stockings. Hardly the kind of thing you expect from a pope. He also insisted on calling himself “the servant of the servants of God.” Whenever people tried to give him grander titles, he flatly refused, reminding them, “God resisteth the proud, but giveth grace to the humble.”
His common sense was just as striking. When he sent Augustine to England, he didn’t advise him to smash idols and torch temples. Instead, he told him: “Don’t destroy the temples. Sprinkle them with holy water and build altars inside.” He knew you couldn’t simply rip up people’s traditions by the roots. Better to guide gently, to let pagan shrines slowly become Christian ones. That’s one of the reasons why Christmas ended up on 25th December—conveniently, the same day as the pagan winter festival. A neat bit of holy recycling.
Gregory took great delight in the news from Augustine’s mission, writing to Eulogius of Alexandria about its success. He believed this proved how much prayer could accomplish. And he had big ambitions—no less than a Christian republic of Europe. To that end, he poured church wealth into relief for victims of famine, war, and plague. He cultivated good relations with the Lombards, Visigoths, and Franks, shoring up the Church’s strength in Italy, France, and Spain.
In his Pastoral Rule, Gregory wrote: “He who by the necessity of his position is required to speak the highest things is compelled by the same necessity to exemplify the highest.” It was typical Gregory: demanding, solemn, but entirely practical.
He became one of the four great Latin Fathers of the Church, later honoured as a Doctor of the Church. His theology was solid, grounded, and pastoral—none of the abstract hair-splitting of other thinkers. He gave the Church its first clear doctrine of purgatory, but he also wrote warmly about suffering in his commentary on Job. He wanted bishops to be “physicians of souls,” people who healed and guided rather than sat around in lofty speculation.
So, here was Gregory: half monk, half administrator, half wit, half saint. (Yes, that’s too many halves, but with Gregory you always feel he was more than one man ought to be.)
SCANDAL While Gregory's personal conduct was exemplary, his papal administration faced some controversies. He was criticized by the Eastern Church and the Byzantine exarch for his independent negotiations with the Lombards, with Emperor Maurice sending "sharp letters" blaming Gregory for acting like "a fool". Gregory responded that if he had not acted as he did, he "should not have borne all I have borne for your sake, amid the swords of the Lombards".
His family faced a minor scandal when his youngest aunt abandoned religious life to marry her estate's steward, to which Gregory responded that "many are called but few are chosen".
Some contemporaries also criticized his acceptance of miracle stories without adequate verification, and his harsh disciplinary methods occasionally raised questions.
MILITARY RECORD Although Gregory never held a military rank, he effectively assumed the role of Rome’s commander-in-chief during his papacy. When civil authorities faltered, he stepped in—directing generals, appointing governors, and overseeing the defense of the city. He personally devised defensive strategies, paid soldiers from Church revenues, and used diplomacy to keep Rome from being sacked by the Lombards. Gregory placed military governors in towns such as Nepi and Naples, replaced ineffective commanders, and managed Rome’s defenses when Byzantine support proved unreliable. His leadership style favored negotiation and tribute payments over prolonged conflict, and in 592 he secured treaties with the Lombards devastating northern Italy, a move that greatly enhanced the papacy’s political authority.
Yet Gregory’s approach to missions could sometimes diverge from the monastic ideal of quiet persuasion. While he often urged peace in Italy, he also called for aggressive campaigns against non-Christians elsewhere. In a letter to Gennadius, the Byzantine governor of Africa, he urged him to “wage numerous wars” in order to bring conquered peoples to Christianity. This striking appeal, so at odds with his diplomatic efforts at home, has been interpreted as an early vision of a crusade—a “holy war” distinct from the spiritual battles of missionary work. (8)
HEALTH AND PHYSICAL FITNESS Gregory’s health was fragile for much of his adult life. Years of severe fasting during his monastic days left him with permanent digestive troubles, and he endured constant bouts of indigestion and recurring low fevers. In his later years, gout, heart problems, and eventually crippling arthritis often confined him to bed, leaving him almost completely lame. These ailments, aggravated by the strain of leading both Church and city through plague, war, and social upheaval, made every day a physical trial. Yet despite his suffering, Gregory refused to ease his burden; he worked tirelessly at his papal duties until the very end of his life.
HOMES He was born in his family's villa on the Caelian Hill in Rome. After inheriting it as part of a large paternal fortune, he converted it into St. Andrew's Monastery, but he did not become its abbot. This monastery, now known as San Gregorio Magno al Celio, still exists today, having been restored in the 17th and 18th centuries. He then utilised his entire estate for the establishment of six additional monasteries on his other holdings in Sicily.
During his six years as papal ambassador in Constantinople, he lived at the imperial court while maintaining monastic practices.
As pope, he resided the Lateran Palace. in Rome, though he maintained the simple lifestyle of his monastic vows.
TRAVEL Gregory's major travels included his diplomatic mission to Constantinople from 579-585 as papal apocrisiarius, representing Pope Pelagius II at the imperial court. This six-year posting required extensive travel between Rome and the Byzantine capital, with Sicily often serving as a waystation.
As pope, Gregory's travel was limited due to his poor health and the demands of governing Rome during crisis, though he maintained extensive communication networks across Europe through letters and representatives. His correspondence shows detailed knowledge of various regions, suggesting either personal travel experience or excellent intelligence networks.
DEATH Pope Gregory I died on March 12, 604 AD in Rome. He was buried in the basilica of St. Peter in the Vatican, where his tomb is decorated with an inscription calling him "Consul Dei" (Consul of God).
Gregory was "recognized immediately" as a saint upon his death and "was canonized by acclamation at the time of his death". His feast day is celebrated on September 3rd.
His remains were later moved several times before being finally placed in 1606 beneath the altar dedicated to him in St. Peter's Basilica.
APPEARANCES IN MEDIA Gregory appears frequently in medieval and Renaissance art, most famously in depictions of the "Mass of Saint Gregory," where Christ appears on the altar during his celebration of Mass. This subject became popular after 1350 when pilgrims saw a Byzantine icon in Rome claimed to have been made during the actual vision.
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| Mass of St. Gregory, c. 1490, attributed to Diego de la Cruz, |
He is often portrayed in manuscripts with a dove (representing the Holy Spirit) perched on his shoulder, dictating Gregorian chant melodies. Artistic representations typically show him in episcopal vestments with his distinctive papal pallium
Modern depictions continue to reference his role in church music, his missionary activities, and his theological writings.
ACHIEVEMENTS First monk to become Pope.
Sent Augustine’s mission that Christianized Anglo-Saxon England.
Introduced Ash Wednesday customs.
Promoted enduring Catholic doctrines.
Writings (Pastoral Care, Dialogues) became standard for centuries.
Reorganized Church estates to aid the poor.
Associated with the tradition of Gregorian chant.
Originated (traditionally) the phrase “God bless you” when someone sneezes.
Inspired the creation of the Order of St. Gregory the Great (1831), an honor still awarded by the papacy today.
Sources: (1) Encyclopaedia of Trivia (2) Catholic Answers (3) New Advent (4) St Gregory Catholic Church (5) Quarr Abbey (6) The Faber Book Of Anecdotes (7) Heritage History (8) Encyclopedia Britannica




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