In 1984, Zulu requested a rematch in Rio de Janeiro, which became a controversial affair. According to Zulu, the Gracie family demanded the rules to be changed just one hour before the event, banning closed-fisted strikes, direct punches to the face, and kicks to a downed opponent. During the match, held in the Maracanazinho before an audience of 20,000 spectators, Zulu himself fouled by trying to eye-gouge Gracie, while Gracie himself gave Zulu a low blow later into the fight. Gracie also claimed Zulu was oiled up with vaseline in order to impede his grip. In any case, Rickson won again, submitting his opponent with another choke in the second round.

In 1988, promoters tried to put together an anticipated fight between Rickson and luta livre exponent Marco Ruas. However, Hélio Gracie refused, demanding either that Rickson received a higher payment or that the bout happened inside the Gracie Academy, which were both rejected, so the fight didn’t take place. Later, Rickson himself challenged Ruas to an impromptu match during a meeting with luta livre fighters in the Clube Boqueirão do Passeio. The reasons why this second fight fell off too are disputed: Rickson claimed Ruas asked for time to train, while Ruas claimed Hélio shut down the idea claiming Ruas was not a true luta livre representative. Other names like Eugenio Tadeu and Hugo Duarte were offered, but rejected.

In 1994, Rickson was contacted by Erik Paulson to compete in Satoru Sayama’s event Vale Tudo Japan. Gracie traveled to Japan and participated in the tournament, firstly facing Daido-juku stylist Yoshinori Nishi. Gracie took him down and Nishi answered with a lockdown from half guard, but the Brazilian was able to pass his guard and catch him with a rear naked choke when Nishi turned his back. He later faced much larger wing chun practitioner Dave Levicki, but he was an even easier prey once taken down, and Rickson won by TKO after a flurry of punches. Gracie then fought American kickboxer Bud Smith at the finals, winning by the same method in even less time and getting the tournament’s victory.

Gracie raised the ire of some in the MMA community by criticizing the abilities of top fighters. In 1996, speaking about Ultimate Fighting Championship tournament winners, he labelled Don Frye and Mark Coleman as “very weak”, and said that the latter “would offer no danger.” He also saw Wallid Ismail as an “average fighter,” Kazushi Sakuraba as “not a fighter that has a great expertise in anything” and “lucky all the time,” and Marco Ruas as “nothing special” and “basic”. Ruas, who was known for challenging Rickson to a fight several times in his career, was quoted in return as: “Talk is cheap. He has to step up in the ring and prove what he says.”

In 1997, Gracie signed up to a fight against Yoji Anjo’s superior Nobuhiko Takada in the Pride 1 event. Before the Tokyo Dome’s 47,860 spectators, Rickson defeated the inexperienced Takada, mounting him and locking an armbar in 4:47.

In May 2000, after Takada understudy Kazushi Sakuraba defeated Royler Gracie in the Pride 8 event, he took the mic and challenged Rickson, who was in the Gracie corner, but nothing came of it. Gracie preferred to face Pancrase’s retired ace Masakatsu Funaki at Colosseum event. The event almost got cancelled, as Rickson demanded special rules which banned headbutts, elbow strikes, and strikes to the head both standing or on the ground, but an agreement was reached when the Pancrase management conceded to ban headbutts and elbows.

However, tragedy struck when Rickson’s son Rockson was found dead in January 2001. Affected by the loss, Gracie contemplated retirement, and the event fell off after some negotiations. Months later, he stated he was willing to fight again and evaluating propositions, but nothing came from it. When the matchup with Sakuraba was brought up again, Rickson expressed uninterest on it, although he conceded, “…in my heart, I think Sakuraba deserves to get beat.”

In August 2002, Rickson had a special appearance in Japanese media helping out Ogawa before his bout against Matt Ghaffari at the UFO Legend event, in which he assisted. After the event, Ogawa talked again about a fight against Rickson, which the Brazilian considered as possible return match. Rickson also mentioned Antônio Rodrigo Nogueira and Kazuyuki Fujita as candidates to fight him in said return. However, nothing of it came to fruition, even after UFO president Tatsuo Kawamura proposed creating an event in order to hold the match.

In 2003, Antonio Inoki offered Rickson USD$5 million for a fight against Fujita, but it had no answer.

After the match between Royler Gracie and Genki Sudo in 2004, the latter challenged Rickson. Producer Sadaharu Tanikawa tried to put together a bout between both, but he was unsuccessful. Three years later, after Kazushi Sakuraba defeated Masakatsu Funaki, Tanikawa also tried to promote a bout between Sakuraba and Rickson in 2008, with the same results.

Though he had not fought in a sanctioned MMA contest in eight years, Gracie claimed in 2008 that he could still beat the current top fighters easily. In an interview with Tokyo Sports, Gracie argued that Fedor Emelianenko was a great athlete, but possessed “so-so” technical ability, and that he (Gracie) was “100% sure” that he could defeat him. Two years after, Gracie stated that he disagreed with those who view Emelianenko as “somehow special” and that he believed Emelianenko deserved to lose the decision in his fight with Ricardo Arona; described Brock Lesnar as having “zero defense from the bottom” in the fight against Carwin; and criticized Shane Carwin for what he perceived were deficiencies in Carwin’s jiu-jitsu game, characterizing him as “strong as a bull but flimsy like a paper tiger.” Previous critical comments that Gracie made about Antônio Rodrigo Nogueira (claiming that Nogueira had “no guard”) prompted Wanderlei Silva to say that Gracie is “living in a fantasy world” and launch a new challenge to him.

On July 21, 2014, Gracie appeared on episode #524 of The Joe Rogan Experience podcast hosted by Joe Rogan.

On May 8, 2020, news surfaced that a Netflix film about Rickson Gracie is in the making, release date targeted in late 2021. The film is directed by José Padilha and the role of Gracie is played by Cauã Reymond.