Alongside Daniel Nestor, the Bryans are the only doubles players to win every major and Masters event, an Olympic gold medal, and the Tour Finals: completing the Big Titles sweep.
Bob and Mike became the first repeat doubles champions in 50 years at the 1996 USTA National Boys' 18 Championships in Kalamazoo, Michigan, defeating Michael Russell and Kevin Kim in the final.
They won the bronze medal in men's doubles at the 1999 Pan American Games held in Winnipeg, Manitoba, Canada, where they represented the United States for the first time as professionals.
The next season saw the brothers win their first match at a Grand Slam when they reached the quarter-finals of the US Open (1st round, beat David Adams and John-Laffnie de Jager).
[14] 2001 was the first really successful season for the Bryans as they captured four titles (Memphis, Queen's Club, Newport, Los Angeles) in five finals (were finalists at Washington losing to Martin Damm and David Prinosil).
[citation needed] With their win at Roland Garros, the Bryans set the record for most doubles titles by a brothers team, breaking Tim and Tom Gullikson's mark of 10.
They reached the finals of three other tournaments, including the US Open, became the first brothers duo to finish number 1 in the ATP race, and closed the season by winning the title at Tennis Masters Cup, Houston.
They also made their Davis Cup debut' for the United States in 2003, in the World Group Playoff tie in Slovak Republic, beating Karol Beck/Dominik Hrbatý in straight sets and helping the US to a 3–2 victory.
[citation needed] In 2004, they won a career-best seven titles, the victories coming at Adelaide, Memphis, Acapulco, Queen's Club, Los Angeles, Basel and Tennis Masters Cup Houston.
In 2006, the twins won the first Grand Slam of the season, the 2006 Australian Open, where they beat Leander Paes of India and Martin Damm of the Czech Republic in the final.
They lost to Jeff Coetzee and Wesley Moodie at the 2008 Monte-Carlo Masters, however, they then claimed a second title on the 2008 ATP Tour in Barcelona at the 2008 Torneo Godó, beating Mariusz Fyrstenberg and Marcin Matkowski to win the final.
After losing to singles specialists and eventual gold medalists Roger Federer and Stanislas Wawrinka, they beat Clément and Llodra 3–6, 6–3, 6–4 to win the bronze medal.
[citation needed] In January, the brothers entered the Medibank International, in Sydney, Australia, defeating Simone Bolelli and Andreas Seppi, and in the quarter-final, Tommy Robredo and Feliciano López in straight sets.
At the season's first Grand Slam, in Melbourne, the Australian Open, the brothers won the men's Doubles final, on Saturday, January 31, defeating India's Mahesh Bhupathi and Mark Knowles from the Bahamas in three sets.
At the Barcelona Open Banco Sabadell and Internazionali BNL d'Italia, they failed to defend their titles as they lost to Bhupathi and Knowles and to Nestor and Zimonjic in the semi-finals and final respectively.
[citation needed] To start their 2010 North American summer hard-court swing, the brothers won their 62nd career doubles title at their hometown tournament in Los Angeles, where they were the defending champions.
Their winning streak continued as they won the 2010 US Open, giving the brothers a ninth major title, just two shy from the Woodies, by beating Bopanna and Qureshi in the final.
After this successful title defense, their next tournament was the 2010 Shanghai Rolex Masters where their winning streak ended at 20 after losing to Jürgen Melzer and Leander Paes in the semi-finals.
They capped up their season by losing to Mark Knowles and Andy Ram in the semi-finals of the 2010 BNP Paribas Masters in Paris, and to Nestor and Zimonjić in the Barclays ATP World Tour Finals.
Their next tournament was the 2011 Barcelona Open Banco Sabadell, where they ended as runners-up to first time pairing of Santiago González and Scott Lipsky after missing four match points in a closely fought final.
They skipped Houston despite being the defending champions and instead secured a doubles rubber point in the USA-France Davis Cup tie at Monte-Carlo by defeating Julien Benneteau and Michaël Llodra.
[citation needed] Keen to regain some momentum, the brothers played the 2012 Open de Nice Côte d'Azur – Doubles tournament which they won for the first time by beating Oliver Marach and Filip Polášek in the final.
[citation needed] The brothers reached the semi-finals of Wimbledon but, after a tight match, were defeated by eventual first-time wildcard titlists Jonathan Marray and Frederik Nielsen.
[21] The brothers got their clay-court campaign off to a flying start by claiming their fifth Houston title defeating Spaniards David Marrero and Fernando Verdasco in a closely fought final.
At Wimbledon, the Bryan brothers reached the final, where they were beaten in five sets by the doubles team of Vasek Pospisil of Canada and Jack Sock of the United States.
Having kept the United States in the World Group of the Davis Cup by beating Norbert Gombos and Lukáš Lacko in a play-off against Slovakia, the Bryan brothers did not begin the Asian swing well.
However, the Bryans responded in style by winning the 2014 Shanghai Rolex Masters for the first time after defeating Roland Garros champions Julien Benneteau and Édouard Roger-Vasselin in the final.
[30] However, the Bryans responded well by successfully defending their title in Monte Carlo by defeating Australian Open champions Simone Bolelli and Fabio Fognini in the final.
The Bryans began the North American hard court season in fine fashion by winning their first title in Atlanta, defeating Colin Fleming and Gilles Müller in the final.
[34] The Bryans competed in the first round of the 2016 Davis Cup World Group and gave the United States a 2–1 edge over Australia after a five-set win over Lleyton Hewitt and John Peers on the grass in Melbourne.