In 1953, he entered the Mr. Universe contest, finishing third in the tall man's division.
Won the role of James Bond after producer Albert R. Broccoli attended a screening of Sean in Darby O'Gill and the Little People (1959). He was particularly impressed with the fistfight Sean has with a village bully at the climax of the film. Cubby later had his wife, writer Dana Broccoli, see the film and she confirmed his sex appeal.
With the death of Kieron Moore on July 15, 2007, he is the last surviving cast member of Darby O'Gill and the Little People (1959).
Connery received excellent notices for his 1961 TV portrayal of Macbeth and longed to make a film of "The Scottish Play." His plans for a film in the early 1970s were terminated by the production of the 1971 Roman Polanski-Kenneth Tynan film of the play.
Ian Fleming, the creator of James Bond, originally did not like him being cast as Bond for Dr. No (1962) because he felt that he was too "unrefined". The actor whom Fleming embodied Bond in Fleming's mind was 'Cary Grant (I)'. Fleming later changed his mind and admitted he was ideally cast in the role.
His favorite Bond film is From Russia with Love (1963).
Variety Club of Great Britain Special Award in 1963 for his portrayal of James Bond in Dr No and From Russia With Love.
Marnie (1964) co-star Tippi Hedren named one of her house cats after him.
The extraordinary success of Goldfinger (1964), which was released in December 1964, and of 1965's Thunderball (1965) propelled Connery to the top of Quigley Publications' annual Top Ten Money Making Stars poll in 1965. He remains the only British male star to be the #1 box office star in America.
Played James Bond in Thunderball (1965). 18 years later, he reprised the role in the film's remake, Never Say Never Again (1983). He is the only Bond actor to appear in both an official and non-official EON production.
Variety Club of Great Britain film Actor Award for 1965 for his performances in The Hill and Goldfinger.
Turned down the title role in the original The Thomas Crown Affair (1968), which he later admitted was a huge mistake on his part.
He has never appeared in a "Skiing" James Bond picture. Though Goldfinger came close as it has sequences set in the lower Swiss mountains, all the ski, snow and ice Bond films belong to the other James Bond actors: George Lazenby (On Her Majesty's Secret Service (1969)); Roger Moore(The Spy Who Loved Me (1977); For Your Eyes Only (1981); A View to a Kill (1985)); Timothy Dalton (The Living Daylights (1987)); Pierce Brosnan (The World Is Not Enough (1999); Die Another Day (2002).
Was paid a huge sum to return as James Bond for Diamonds Are Forever (1971), setting a record. It was donated to his Scottish charity.
Had a difficult time getting work after he abandoned the James Bond role a second time after Diamonds Are Forever (1971) for which he received a record salary. Director John Boorman thus was able to hire him very cheaply for his low-budget production of Zardoz (1974).
He brought future James Bond, Roger Moore to a press screening in Paris for Diamonds Are Forever (1971).
His father Joseph Connery died of throat cancer at the age of sixty-nine in August 1972.
Has named his personal favorite of his movies and performances as The Offence (1972).
Parodied on "Saturday Night Live" (1975) by Darrell Hammond, most famously as a bumbling contestant on the TV game show "Jeopardy!" (1984).
Has played four kings: 'King' Daniel Dravot in The Man Who Would Be King (1975), King Agamemnon in Time Bandits (1981), King Richard in Robin Hood: Prince of Thieves (1991) and King Arthur in First Knight (1995).
He and his son, actor Jason Connery, have both played Robin Hood. Sean played an aging Robin Hood opposite Audrey Hepburn in Robin and Marian (1976). Jason played Robin Hood, AKA: Robert of Huntingten, in the television series "Robin of Sherwood" (1984). Jason also played Ian Fleming in the television movie The Secret Life of Ian Fleming (1990) (TV). Fleming was the author of the James Bond novels that made Sean famous in 1962.
Said his favorite memory from A Bridge Too Far (1977) was working with Dirk Bogarde, whom he had long admired.
Was offered the role of Robert Elliott by Brian De Palma in Dressed to Kill (1980) and was enthusiastic about it, but declined on account of previously acquired commitments.
Turned down Richard Chamberlain's role in "Shogun" (1980) because he would not act on television.
Terry Gilliam did not intend to cast him as King Agamemnon in Time Bandits (1981), he simply wrote in the screenplay that when Agamemnon took off his helmet he looked "exactly like Sean Connery." To Gilliam's surprise, the script found its way into Connery's hands and Connery subsequently expressed interest in doing the film.
Said in an interview that during the filming of Never Say Never Again (1983), he was taking martial arts lessons and in the process angered the instructor who in turn broke his wrist. Connery stayed with the wrist broken for a number of years thinking it was only a minor pain... the instructor was Steven Seagal.
If Never Say Never Again (1983) can be included as an official 007 installment, then Connery ties with Roger Moore for the most portrayals of James Bond - a total of 7 each. Otherwise Moore holds the record.
He was presented with a lifetime achievement award at the European Film Awards in Berlin, presented to him by Jean-Jacques Annaud, who directed Connery in Der Name der Rose (1986). (3 December 2005)
Caused an uproar in a December 1987 interview with Barbara Walters in which he said it was OK to hit a woman if she deserved it or needed it to keep her in line. He had said similar things in a November 1965 interview with Playboy magazine.
According to a poll, conducted by British film magazine Empire, he created the worst accent in the history of cinema in the movie The Untouchables (1987).
Is one of four Scottish actors to have received an Academy Award nomination. The others in chronological order are Deborah Kerr, Mary Ure and Tom Conti. As of 2011 he is the only one to have won an Academy Award (for his performance in The Untouchables (1987)).
Received the honorary degree of DLitt from St Andrews University in 1988.
He was voted People magazine's "Sexiest Man Alive" in 1989.
Was the original choice to play Sybock in Star Trek V: The Final Frontier (1989). The words in the film "Sha Ka Ree" are a play on his name.
Presented with the American Film Institute's Lifetime Achievement Award by his Indiana Jones and the Last Crusade (1989) co-star Harrison Ford, who told him, "John Wayne gave us the old West. James Stewart gave us our town. You gave us the world." (8 June 2006)
Donated his salary from Robin Hood: Prince of Thieves (1991) to charity.
Received the Freedom of the City of Edinburgh in 1991.
Had radiation therapy for an undisclosed throat ailment in 1993. In a February 1995 interview with Entertainment Weekly, Connery said the treatment had been to remove benign tumors from his vocal chords after he found himself losing his voice while filming Rising Sun (1993).
Was the original voice of Tack the Cobbler, the hero of Richard Williams's animated cult masterpiece The Princess and the Cobbler (1993). In the original version (from the work print and the resulting "Recobbled" fan-restoration), Tack was mute until the very end, when he spoke in Sean Connery's voice.
Turned down the role of John Hammond in Jurassic Park (1993). Coincidentally, his Indiana Jones and the Last Crusade (1989) co-star, Harrison Ford, was offered the role of Dr. Alan Grant. Not to mention, it would've reunited both of them with director Steven Spielberg.
Chosen by Empire magazine as one of the 100 Sexiest Stars in film history (#7). 
Gert Günther Hoffmann was his German voice for years and even though his voice was very low it fitted the charismatic and charming part of Connery perfectly. 'Gert Gunther Hoffmann' died in 1997. The following dubber's deep voice was incredibly equal to Connery's real one...Manfred Wagner died after dubbing two Sean Connery films, First Knight (1995) and The Rock (1996).
Presented with the Marrakech International Film Festival Award in Morocco by his friend and Just Cause (1995) co-star Laurence Fishburne. (8 December 2004)
Turned down the role of Simon Gruber in Die Hard: With a Vengeance (1995) due to the diabolical nature of the character. Director John McTiernan, who directed Connery in The Hunt for Red October (1990), said he was the very first choice for that role.
Connery and Pierce Brosnan have both played King Arthur, the only Bond actors to do so. Connery played Arthur in First Knight (1995), Brosnan provided Arthur's voice in Quest for Camelot (1998). Additionally, Connery has also played another famous king; he played Richard the Lionhearted, King of England, in Robin Hood: Prince of Thieves (1991).
Turned down Patrick McGoohan's role as King Edward I in Braveheart (1995) because he was filming Just Cause (1995).
Of his career choices in the '90s (pretty much his last decade in film), The Rock (1996) and Entrapment (1999) are the films he liked the most. On the other hand, The Avengers (1998) was a film he regretted doing at all.
Ranked #14 in Empire (UK) magazine's "The Top 100 Movie Stars of All Time" list. [October 1997]
Grandson, Dashiell Connery (Dashiell Quinn Connery), born. 
Whilst filming Playing by Heart (1998) he loved playing and even made a friendship with three and a half year old Piper Maru Anderson; daughter of an actress Gillian Anderson who played Meredith (a daughter of Sean's character).
In 1998, he received a Tony Award for co-producing the play "Art" by Yasmina Reza.
Voted 'Sexiest Man of the Century' by People Magazine. 
Recipient of 22nd Annual Kennedy Center Honors for lifetime contribution to arts and culture, presented by President Bill Clinton in Washington, D.C. on December 5, 1999.
In 1999 he called on the Scottish parliament to ban all handguns in the country.
He was made a Knight Bachelor in the 2000 Queen's Millennium Honors List for his services to Film Drama. He was knighted by Queen Elizabeth II in an hour-long investiture ceremony at Edinburgh's Holyrood Palace in Scotland on July 5, 2000 accompanied by his wife, Micheline, and brother, Neil, were by his side.
He was awarded made a Knight Bachelor in the 2000 Queen's Millennium New Years Honours List for his services to the Film Industry.
Turned down the role of Gandalf in The Lord of the Rings series (The Lord of the Rings: The Fellowship of the Ring (2001), The Lord of the Rings: The Two Towers (2002), and The Lord of the Rings: The Return of the King (2003)) because he didn't want to film down in New Zealand for 18 months, and could not understand the novels.
His accent was the model for the voice of Stratos in the 2002 remake of He-Man & The Masters of the Universe.
December 2002: Voted "The Male Celebrity With The Sexiest Voice" in a survey carried out by a mobile phone company. Kylie Minogue topped the female category.
Declared in March 2003 that he would not return home until Scotland is an independent country. He believes this can still happen during his lifetime.
Turned down the role of the Architect in The Matrix Reloaded (2003) and The Matrix Revolutions (2003).
Had cataracts removed from both eyes in 2003.
Panama's President Mireya Moscoso presented him with a Manuel Amador Guerrero award, named after the country's first president. She said he was given the award for his "talent and versatility." Sir Sean was on a trip to Panama to visit various humanitarian programs conducted by the government. (10 March 2003)
He pulled out of a film in September 2004, sparking rumors that he was going to retire. However three months later in an interview with "The Scotsman" newspaper from his home in the Bahamas, he said he is taking a year out to write his autobiography (something he had previously vowed never to do), and hopes to make another film.
Was seriously considered for the role of King Philip of Macedonia in Oliver Stone's Alexander (2004).
Voted Best British Actor of all time in a poll for Sky TV [Feb 2005].
Premiere Magazine ranked him as #36 on a list of the Greatest Movie Stars of All Time in their Stars in Our Constellation feature (2005).
Pulled out of a seven-figure deal for a planned autobiography for the second time, in March 2005. The actor signed a deal in 2004 with ghostwriter Hunter Davies to produce an account of his life from Edinburgh milkman to international film superstar. Six months prior to his hook-up with Davies, Connery also canceled a similar deal with Scottish writer Meg Henderson, who said later: "He isn't the man I thought he was."
The Edinburgh Filmhouse rejected a proposal to rename itself "The Sean Connery Filmhouse" in November 2005 following complaints over Connery's status as a tax exile.
Underwent surgery at a New York hospital to remove a tumour from his kidney in January 2006. Connery's brother Neil said, "As far as I'm led to believe the tumour was benign. He seems to be quite upbeat about it."
Was delighted to be honored with the American Film Institute's Lifetime Achievement Award, which he will receive on June 8 2006 in Los Angeles, as he was honored despite his reputation as a harsh critic of the movie industry. "It means a tremendous amount, especially because of some of the things I have said about Hollywood."
Announced his retirement in an interview in New York City during the Tartan Week 2006 celebrations. "I have retired for good," he said.
He pulled out of an interview for the Edinburgh Festival of Politics in August 2006 after George Reid, the presiding officer of the Scottish Parliament, vowed to ask him why he once told a magazine that some women want a "smack". Sir Sean, the Scottish National Party's most famous supporter, said it was "unacceptable" and it would have compromised the interview.
Is the first (and as of 2006 the only) actor that played "James Bond" to win an Oscar.
Received a lifetime achievement award at the opening night of the Festa del Cinema, Rome's inaugural film festival. Connery was presented with the Marco Aurelio award in recognition of "his numerous cinematic endeavours over the years". (13 October 2006).
Received a Bafta Scotland Lifetime Achievement Award at the Cineworld complex in Edinburgh, Scotland. (25 August 2006).
Injured his shoulder in a fall while playing golf. (June 2008).
Hinted in an interview that he may return to live in Scotland for the first time in more than fifty years. He reaffirmed his belief that the country can achieve full independence within his lifetime. (February 2008).