Masvidal was born and raised in Miami, to a Cuban father and Peruvian mother. According to Masvidal, his father left Cuba in a self-made raft when he was young, ending up in the Virgin Islands.[10] Masvidal was often involved in street fighting from a young age. There are videos on YouTube of his fights defeating Kimbo Slice's protégé "Ray".[11] Masvidal was first interested in wrestling in high school, but was not eligible because of his grades. He then began training in karate and mixed martial arts.[12]
Mixed martial arts career
Early career
Masvidal won his mixed martial arts debut by knockout on May 24, 2003, at HOOKnSHOOT: Absolute Fighting Championships 3.[13] He fought in the main event of the Absolute Fighting Championships XII event held on April 30, against current UFC competitor and The Ultimate Fighter 5 contestant Joe Lauzon. Masvidal won via technical knockout in the second round.[14]
Masvidal was signed by Bellator and entered their lightweight tournament in April 2009.[15] Masvidal won his first fight against Nick Agallar at Bellator 1 via TKO in the first round.[16] However, he was defeated in the semifinals by Toby Imada at Bellator 5, who won via inverted triangle choke submission in the third round.[17] This upset loss was acknowledged as Submission of the Year by several prominent MMA media outlets, like Sherdog, MMA Fighting and World MMA Awards.[18][19][20]
Masvidal moved up to the welterweight division to fight Paul Daley at Shark Fights 13 in Amarillo, Texas in September 2010.[22] The bout was later made a catchweight of 171.75 lbs. after Daley failed to make weight, simultaneously forfeiting 10 percent of his show purse to Masvidal.[23] Daley defeated Masvidal via unanimous decision.[24] After this performance, Masvidal signed with Strikeforce.[25]
Masvidal then fought former Elite XC Lightweight Champion K. J. Noons[28] in a number one contender's bout. Despite knocking Noons down and almost finishing him in the first round, Masvidal went on to win via unanimous decision.[29]
Following the dissolution of Strikeforce in January 2013, Masvidal was brought over to the UFC. He made his debut against Tim Means on April 20, 2013, at UFC on Fox 7.[39] Masvidal was successful in his debut, winning the fight via unanimous decision.[40]
For his second bout with the promotion, Masvidal made a quick return to the Octagon as he replaced Reza Madadi in a fight against Michael Chiesa on July 27, 2013, at UFC on Fox 8.[41] Despite being dropped in the first round by punches, Masvidal took control in the second round and won via submission.[42]
For his third UFC bout, Masvidal faced Rustam Khabilov on November 6, 2013, at UFC: Fight for the Troops 3.[43] He lost the back-and-forth fight via unanimous decision. Despite the loss, the bout earned Masvidal his first Fight of the Night bonus award.[44]
2014
Masvidal fought longtime veteran Pat Healy at UFC on Fox 11.[45] He won the fight via unanimous decision (30–27, 30–27, 29–28).[46]
Masvidal faced Daron Cruickshank on July 26, 2014, at UFC on Fox 12.[47] After being dropped by a punch in the first round, Masvidal recovered and won the fight via unanimous decision (29–28, 29–28, and 29–27).[48]
A bout with Bobby Green, first scheduled under the Strikeforce banner in 2012 before being scrapped, was expected to take place on September 27, 2014, at UFC 178.[49] However, on August 14, the UFC announced that Masvidal would instead face James Krause.[50] After knocking Krause down in the second round, Masvidal won the fight via unanimous decision (30–27, 29–28, 30–27).[51]
Masvidal was briefly linked to a bout with Bobby Green on April 4, 2015, at UFC Fight Night 63.[54] However, shortly after the fight was announced by the UFC, Green pulled out of the bout citing an injury and was replaced by Benson Henderson.[55] In turn, Henderson was removed from the bout to serve as event headliner at UFC Fight Night 60.[56] Masvidal eventually faced Al Iaquinta at the event.[57] He lost the bout in a closely contested split decision.[58] 13 of 15 media outlets scored the bout in favor of Masvidal.[59]
Masvidal was expected to face Dong Hyun Kim on November 28, 2015, at UFC Fight Night 79.[63] However, on November 14, it was announced that Masvidal would instead face Benson Henderson at the event after his scheduled opponent Thiago Alves pulled out of their fight.[64] Masvidal lost the back-and-forth fight via split decision.[65]
Masvidal was expected to face Siyar Bahadurzada on July 30, 2016, at UFC 201.[68] However, Bahadurzada pulled out of the bout on July 12 citing an illness and was replaced by Ross Pearson.[69][70] After knocking Pearson down and almost finishing him in the second round, Masvidal won the fight via unanimous decision.[71]
Masvidal was briefly linked to a bout with Kelvin Gastelum on November 5, 2016, at The Ultimate Fighter Latin America 3 Finale.[72] However, on September 14, Gastelum was removed in favor of a fight against former lightweight title challenger Donald Cerrone at UFC 205, one week later.[73] Subsequently, Masvidal was removed from the card entirely and instead faced Jake Ellenberger the following month at The Ultimate Fighter 24 Finale.[74] He went on to defeat Ellenberger in the first round via TKO. It was ruled a TKO after Ellenberger's toe was caught in the fence and the referee called a stop to the action resulting in the end of the fight.[75]
2017
Masvidal faced Donald Cerrone on January 28, 2017, at UFC on Fox 23.[76] He dropped Cerrone and nearly finished the fight in the last seconds of the first round, and eventually won the fight via TKO in the second round after scoring another knockdown.[77] The win also earned Masvidal his second Performance of the Night bonus.[78]
Masvidal faced off against Demian Maia at UFC 211 on May 13, 2017.[79] Masvidal lost the fight via split decision.[80]
Masvidal faced Stephen Thompson on November 4, 2017, at UFC 217.[81] He lost the one-sided fight via unanimous decision.[82]
Masvidal faced Ben Askren on July 6, 2019, at UFC 239.[86] Both fighters rushed in immediately with Masvidal catching Askren with a flying knee as he attempted a takedown, winning the fight via knockout 5 seconds into round one. The knockout was the fastest knockout in UFC history, breaking the record set by Duane Ludwig.[87] This win earned him the Performance of the Night award,[88] and it earned him the 2019 Knockout of the Year by multiple MMA media outlets.[89][90][91] Subsequently, Masvidal signed a new, eight-fight contract with the UFC.[92]
Masvidal faced Nate Diaz on November 2, 2019, in the main event at UFC 244.[93] In a unique situation, UFC President Dana White confirmed that the headlining bout was for a celebratory "Baddest Motherfucker" (‘BMF’) belt.[94] After dominating most of the fight, Masvidal won the fight via TKO due to the doctor stoppage between rounds three and four when the cageside physician determined a cut over Diaz's right eye rendered him unable to continue.[95] Although the decision was controversial among fight fans, Brian Suttere, a Mayo Clinic-affiliated physician, agreed with the decision.[96]
2020
On 5 July 2020, it was reported that Masvidal had stepped in on less than a week's notice to face Kamaru Usman for the UFC Welterweight Championship at UFC 251, replacing original challenger Gilbert Burns, who had tested positive for COVID-19 on 3 July 2020.[97] Prior to the fight, he signed a new, multi-fight contract with the UFC.[98] Masvidal lost the fight via unanimous judges' decision, scored 50–45, 50-45 and 49–46.[99]
Masvidal was scheduled to face Leon Edwards on December 11, 2021, at UFC 269.[102] However, Masvidal withdrew due to injury, and the bout was scrapped.[103][104]
Retirement
Masvidal faced Gilbert Burns on April 8, 2023, at UFC 287.[108] He lost the fight via unanimous decision and subsequently announced his retirement from competition during the post-fight interview.[109]
Boxing career
Masvidal vs. Diaz
On March 13, 2024, it was announced that Masvidal would face Nate Diaz on June 1, 2024 at the Kia Forum in Los Angeles, California[110] in a 10-round boxing bout at light heavyweight.[111] On May 7, 2024 it was reported that the fight was rescheduled for July 6, 2024 at Honda Center in Anaheim, CA.[112][113][114] On May 13, 2024 the new fight date was confirmed for July 6, 2024.[115][116] He lost the bout by majority decision.[117]
In 2020, Masvidal launched a mezcal brand, El Recuerdo de Oaxaca Joven, through a partnership with Recuerdo Mezcal.[119]
In April 2021, Masvidal announced he was launching a bare-knuckle MMA promotion, Gamebred Fighting Championship.[120] The promotion held its inaugural pay-per-view event on June 18, 2021, in Biloxi, Mississippi.[121]
In January 2022, Masvidal launched another MMA promotion, iKON FC, which would feature both UFC veterans and up-and-coming fighters.[122] The promotion's inaugural event aired on UFC Fight Pass on January 21, 2022.[123]
Legal issues
On March 21, 2022, Masvidal physically attacked UFC rival Colby Covington, whom he had been defeated by at UFC 272 a few weeks prior.[124] As Covington was leaving a restaurant, Masvidal reportedly ran up to Covington and punched him twice, fracturing one of Covington's teeth and causing an abrasion on his wrist. Masvidal was arrested two days after the incident and charged with aggravated battery resulting in great bodily harm and one count of criminal mischief. Masvidal surrendered to Miami Beach police and was detained at Turner Guilford Knight Correctional Center on a $15,000 bond; he was later conditionally released.[125]
Masvidal pleaded not guilty to the charges on April 21, 2022.[126] At his arraignment on April 28, Masvidal was issued a stay away order and the aggravated battery charges were updated after Covington said he suffered a brain injury from the attack.[127] The hearings and trials were postponed thrice due to joint continuances until May 2023.[128][129][130]
On November 6, 2023, Masvidal pleaded guilty to a misdemeanor battery charge in a Miami-Dade County court, following a plea agreement that resulted in the dismissal of two felony charges stemming the altercation with Covington outside a Miami restaurant in March 2022. Masvidal received a sentence equivalent to time already served and was ordered to pay court costs. The resolution of this case concluded a legal chapter for Masvidal, who could have faced significant prison time and fines if convicted of the original felony charges.[131][132]
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