Pride 2 through 8

Entering the Pride Fighting Championships on the heels of a defeat of stablemate Nobuhiko Takada at the hands of Rickson Gracie in the organization's initial event, Sakuraba was paired off against Vernon White, then a veteran of 32 bouts in Pancrase who also boasted a 20-pound weight advantage. Showcasing a balance of wrestling and submission prowess, Sakuraba came after White with constant takedowns and unceasing submission attempts. White held Sakuraba off for the first two rounds, but was ultimately submitted by armbar towards the end of the third round.^[49]

Next, in Pride 3, Sakuraba was matched against Ultimate Fighting Championship veteran Carlos Newton. Though relatively new to mixed martial arts, Newton had recently disposed of the reigning Shooto light heavyweight champion Erik Paulson with a swift armbar victory and already developed a reputation as a talented grappler. Accordingly, the match was a back and forth grappling affair between the two fighters. At the second round, after several exchanges on the mat, Newton looked to capture Sakuraba's back, but the Japanese trapped him in a rolling kneebar and finished him.^[50]

Eager to capitalize on Sakuraba's shoot wrestling prowess to reverse the perception that Japanese professional wrestlers were inferior to Brazilian combatants (in part perpetuated by his teammates' own defeats), Sakuraba's next three bouts were scheduled against Brazilian jiu-jitsu black belts Vitor Belfort, Allan Goes and luta livre black belt Ebenezer Fontes Braga. In a trend that would continue through Sakuraba's Pride career, each opponent occupied a spot near the top of the 205-pound class at the time of their meeting with him and held a weight advantage of around 20 pounds.

Sakuraba's match against Goes would be an instrumental point in his fighting's style evolution, pitted against an opponent with a strong defensive guard. Through the bout, Sakuraba attempted several moves to bypass the stationary Goes's defense, including leglocks, dives and kicks to the legs, but he also would have to defend, as Goes was relentless in his upkicks and submission counterattacks. Sakuraba was threatened by a rear naked choke several times, and in turn he almost finished Allan as well with an armbar, but none of it came to fruition. Due to the absence of judges in Pride's ruleset at the time, the match was ruled a draw. Sakuraba, always humble, stated "I fight his style, not mine. I think I lost the fight",^[51] although Goes, a Carlson Gracie protege, would similarly state in a later interview "I've been training my whole life on the ground, and to me, [Sakuraba] was the best guy I ever faced on the ground".^[52]

Belfort would be a different matchup, as his boxing prowess was known aside from his great grappling credentials. However, despite several big flurries by the Brazilian to open the match, Sakuraba went unscathed and took Belfort down, proceeding to land ground and pound. As Belfort would not leave the mat through the match, in part due to a broken hand in one of his own combos, Sakuraba deployed his improved strategy and punished Vitor with leg kicks and jumping stomps to the head, as well as landing unanswered striking combinations every time Belfort was called up by the referee. At the end, as Pride had just implemented the judges system, Sakuraba was awarded his first decision victory unanimously.^[53]

Unlike the previous two matches, Kazushi faced in Braga a consistently aggressive opponent, with the luta livre practitioner landing effective muay thai knees and kicks until Sakuraba put him down. The Japanese wrestler continued his signature guard assault, but also outstruck Braga in his last standing segment before taking him down again and lock an armbar for the tap out.

"The Gracie Hunter"

After defeating Anthony Macias at Pride 7, Sakuraba was matched against Royler Gracie, who had previously conquered Sakuraba's stablemate Yuhi Sano. It marked the largest weight advantage Sakuraba has enjoyed in his career to date (being around 30 pounds heavier than Royler). Royler, unable to score a takedown or strike effectively from a standing position, remained on the ground in an effort to bait Sakuraba into a grappling-oriented contest, while Sakuraba, standing, landed punishing kicks to Royler's legs, thighs and head. Eventually, with less than two minutes remaining, Sakuraba finally engaged Royler on the ground and instantly caught him in a Kimura lock. As Sakuraba wrenched on the submission, the referee intervened with 1 minute and 44 seconds remaining on the clock, ending the contest and awarding Sakuraba the win by TKO.^[54]

Sakuraba's victory over Royler constituted the first loss by a Gracie in professional fighting in several decades and as such, sent ripples of shock and controversy through the mixed martial arts community. Some protested that the victory was tainted due to the fact that Royler (although placed in a debilitating submission hold) never conceded defeat and was little time away from the final bell when the bout was stopped. It is worth noting that the last Japanese athlete to defeat a Gracie prior to Sakuraba's win against Royler, legendary judoka Masahiko Kimura, had used the very same technique Sakuraba utilized to beat Royler. That time, the recipient had been Royler's father, Hélio Gracie, who had, like Royler, also refused to submit but likewise lost.

Pride 2000 Grand Prix

While the Japanese fight media rejoiced and elevated Sakuraba to superstar status, the Gracie family took great umbrage over the incident, feeling that they had been cheated by Pride. Despite Sakuraba challenging Royler's older brother Rickson Gracie after the match, it was his younger brother and former UFC Champion Royce Gracie who, compelled to set the record straight and re-assert the dominance of his family, returned to the sport of mixed martial arts in 2000 and entered the 16-Man Pride Grand Prix alongside Sakuraba and several other top fighters of the era. Placed on the same side of the bracket, a special set of rules were requested by the Gracies in the event of a Sakuraba-Royce match, including no referee stoppages and no time-limits, the fight ending only in the event of a submission or knock-out (something prohibited in modern MMA because of the widely adopted Unified Rules of Mixed Martial Arts limiting matches to 25 minutes overall, 5 x 5 minute rounds).

In his first fight of the 2000 Pride tournament Sakuraba once again found himself matched up against a heavier opponent, this time the well-regarded 205 pound fighter, former King of Pancrase Guy Mezger. After a closely fought 15 minutes the judges requested an overtime round, and the fight ended in controversy when Mezger's coach Ken Shamrock forced his fighter back to the locker room claiming that no additional rounds were agreed upon in the contract. Sakuraba ended up winning the match by forfeit. Meanwhile, Royce defeated Nobuhiko Takada by unanimous decision and thus set the stage for their much anticipated showdown.

In the tournament quarterfinals Royce and Sakuraba battled for an hour and a half (six 15 minute rounds). Gracie opened the fight aggressively, raining punches from Kazushi's back while the Japanese fighter worked an armlock from standing, but Sakuraba kept calm, knowing Royce had no knockout power and expecting him to waste his energy;^[55] he even came to the point of smiling to the cameras during the attack. Towards the end of the round, Sakuraba nearly ended the match with a kneebar, while Gracie came back with a guillotine choke at the second, but Kazushi again joked to show he was out of danger by simulating to pull down Royce's gi pants. Sakuraba switched to attack at the third round, dominating the stand up and making Royce lie repeatedly on the ground to avoid him. As the confrontation stretched on, the Gracie's own no time-limit rules began to work against Royce as Sakuraba's wrestling skills and balance nullified Royce's ability to score a takedown and—in some instances—even pull guard. Even Royce's ever-present jiu-jitsu gi became a weapon for the wrestler to use against him as Sakuraba used it to help him control Gracie on the instances the fight did come to the ground. However, with Sakuraba's control of the takedown, these instances of ground warfare became increasingly sporadic. After Kazushi landed a long series of punishing leg kicks in the fifth and sixth rounds, Royce's brother, Rorion threw in the towel.

Exhausted from his battle with Royce, Sakuraba surprised many when he emerged from the locker room for the tournament semi-finals. His opponent, Igor Vovchanchyn, outweighed him by close to sixty pounds (Sakuraba had come into the bout with Royce lighter than usual, at 176 pounds) and was considered to be the top heavyweight striker of the day. Sakuraba surprised many by taking Vovchanchyn down and nearly finishing him with an armbar. Sakuraba was actually leading the fight past the 10-minute mark, but near the end Igor was able to reverse a takedown and draw the first round even with ground strikes. After the first round was declared a draw Sakuraba's corner threw in the towel before the beginning of overtime, primarily due to fatigue.

Pride 10 through 15

Following the Grand Prix, Sakuraba was christened the "Gracie Hunter" by the Japanese sports media. Keeping in tow with his new nickname, Sakuraba sandwiched a swift victory via achilles lock against Shannon Ritch between fights against brothers Renzo Gracie and Ryan Gracie. In contrast to Royler and Royce, Renzo and Ryan were products of Carlson Gracie's approach to jiu-jitsu, which placed a stronger emphasis on combat-ready skills and training without a gi.

At the time of his bout with Sakuraba, Renzo's only loss in 10 bouts was a closely contested decision to Sakuraba's former UWFi stablemate and rival, Kiyoshi Tamura while Maurice Smith, Oleg Taktarov and Abu Dhabi champion Sanae Kikuta numbered amongst his victims. Renzo's stylistic differences from his cousins were in evidence from the outset of his contest against Sakuraba, as he pressed the pace of the bout with a variety of kicks and punches, although few connected. Sakuraba responded in kind, and the striking seemed to go to a stalemate. Throwing his wrestling into the equation, Sakuraba timed a number of double and single leg takedowns against Renzo's flurries from where he alternately attempted to cartwheel past Gracie's guard, malign his legs with kicks from the standing position and even attack with a baseball slide. However, Renzo's defensive skills from bottom nullified the entire gamut of Sakuraba's offensive attempts, and after using an entry derived from the De la Riva guard, he took the wrestler's back, pressing him against the turnbuckle as mere seconds remained in the battle. With time ticking away, Sakuraba locked in a kimura from the back and spun around, flipping Renzo to the canvas even as he wrenched his arm behind his back. Like Royler and Helio before him, Renzo refused to submit to the hold despite his elbow being snapped prior to hitting the ground and, even as the referee stopped the contest due to the injury, which awarded victory to Sakuraba.

Renzo took the microphone and, before the 35,000 fans assembled at the Seibu Dome, stated that Sakuraba was "the Japanese version of the Gracie family". Renzo has since referred to the bout as his proudest moment in mixed martial arts.^[56] Similarly, years later Gracie called Sakuraba "his hero" and remembered their match as "one of the biggest lessons he learned in his life".^[57][58] Commentator Stephen Quadros stated too: "if any fans still doubted the abilities of Kazushi Sakuraba in MMA competition, they are now silent."^[59] Ryan Gracie, who had fought on the same card and emerged victorious, jumped into the ring issued a challenge to Sakuraba, which was accepted. Vitor Belfort also demanded a rematch, although Sakuraba had stated not to be interested in rematches due to his interest in facing Frank Shamrock, Tito Ortiz and Dan Henderson.^[59]

The fight between Sakuraba and Ryan was scheduled to happen at Pride 12. Due to a shoulder injury, the fight was limited to a single 10-minute round, where Ryan's spirited efforts were generally stymied and controlled by Sakuraba, who noticeably avoided attacks on his younger opponent's injured arm. Despite it, Kazushi later argued in an interview that he believed Ryan would have been faking the entire injury in order to catch him off guard.^[60] Nonetheless, the Japanese threw some of his usual antics during the match, at some points delivering chops to Ryan's rear while controlling him.^[60]

Following the win against Ryan, Sakuraba was slated to battle Pancrase veteran Bas Rutten, but the latter declined and was replaced by Brazilian muay thai specialist Wanderlei Silva.^[61] Sakuraba was a heavy favorite to win, but he was fighting through a significant weight disadvantage. The bout was also contested under Pride's new rules, which allowed kicks and knees to the head of a downed opponent, a change that greatly benefitted Wanderlei.^[62] During the match, a Sakuraba willing to trade strikes managed to knock Wanderlei down with a right hook, but the Brazilian recovered and dropped the wrestler with a barrage of punches and kicks. As Sakuraba turtled while attempted a takedown, Silva delivered multiple knees to his head and ultimately finished him off with kicks to the face.^[62] It marked Sakuraba's second defeat in mixed martial arts and his first loss in the 205-pound division. Sakuraba then shocked the audience further by giving Silva his belt with Saku engraved on it. Wanderlei then stated that he would willingly give Sakuraba a rematch if Sakuraba wanted one,^[63] which the Japanese accepted.^[62]

After sitting out the next Pride to recuperate, Sakuraba found himself across the ring from Quinton Jackson, a former collegiate wrestler who had compiled a record of 10–1 on the American circuit. At the sound of the bell, Sakuraba immediately took the bigger man to the canvas with a low single-leg takedown. However, Jackson's superior size and enormous physical strength allowed him to muscle out of Sakuraba's submission attempts. After locking his legs around Jackson for a triangle choke, Sakuraba found himself hefted into the air and repeatedly slammed to the canvas in the way of a powerbomb. Later, he attempted an armbar against Jackson, only for the Tennessee native to again lift him up and this time attempt to drop him from the ring. His expression unchanging through the course of Jackson's assault, Sakuraba continued to flow from one lock to another. Eventually, he took the back of an exhausted Jackson and submitted him with his first rear naked choke victory.^[64] The contest was a launchpad for Jackson's career, leading to a long-term contract with Pride where he eventually became regarded as a top middleweight competitor, and later, a UFC champion.

Title bout with Silva, losing streak

The Jackson bout also re-established Sakuraba's proficiency in dealing with larger opponents and placed him back in line for another shot at Wanderlei Silva in Pride's next event, this time to decide Pride's inaugural 205-pound champion. Usually prone to humorous entrances, it was a somber and focused Sakuraba that came down the aisle for his rematch with Silva. As with Jackson, Sakuraba was able to score an early takedown in the bout, where he then worked from Silva's guard. After several minutes searching for a leglock, he finally found one when Silva attempted to escape to his feet. Sakuraba started to control the fight, avoiding Silva's strikes and threatening him with clinches and takedown attempts. Halfway through the round, the Japanese locked on a tight guillotine choke, but was countered by a wild slam from Wanderlei which ended up breaking his collar bone. The wrestler managed to end the round with submission attempts from the bottom, but not willing to let him go on so hampered, his corner threw in the towel between rounds.^[65][66]

Sakuraba took time off to let his shoulder heal, also briefly training basic Brazilian jiu-jitsu with Sergio Penha at Takada Dojo.^[67] He then returned against heavyweight kickboxer Mirko Cro Cop. Sakuraba was proposed a special ruleset of no strikes on the ground as part of the "K-1 vs Pride theme", but he rejected the offer, not wanting any special rule for him.^[68] Ironically, although he managed to take Cro Cop down through hard kicks, Sakuraba would end losing the match while exchanging strikes on Mirko's guard when an upkick from the kickboxer broke his orbital bone.^[69]

Finally assenting to place him in competition against fighters of his own weight class, Pride management put him against French jiu-jitsu champion Gilles Arsene in a bout Sakuraba dominated and then against Rickson Gracie protege Antônio Schembri. With a win over Schembri, it was speculated that Sakuraba might be then groomed for a championship fight in a new weight division for fighters of his size. Sakuraba controlled the fight initially, landing plenty of hits and breaking Antônio's nose, but when he was going for one of his trademark Mongolian chops, Schembri stunned him with a series of knee strikes (controversially preceded by an illegal headbutt), winning by TKO.^[70]

After the defeat to Schembri, Sakuraba expressed desire to gain weight and move up to the heavyweight division, hoping to fight either Bob Sapp or PRIDE Heavyweight Champion Fedor Emelianenko.^[71] However, nothing of this was realized, and instead Sakuraba faced Wanderlei Silva for the third time at Pride Total Elimination. The bout reminisced their first encounter, as Sakuraba flashed again a comical entrance and traded strikes with Silva in his own field of specialty. The Japanese utilized a strategy of faking takedowns and attacking with uppercuts, followed by a real takedown attempt which Silva blocked with knees to the head. Sakuraba escaped and kept trading hits, but despite his best efforts to match his opponent's striking acumen, Wanderlei knocked him out with a jab-cross combination.^[72] After the fight, there was talk of Kazushi planning to retire, but nothing came from it.

Those defeats seemed to mark a turning point in Sakuraba's career; though he was unbeaten in his first nine Pride bouts, he thereafter split his next six matches. He had a notable victory over Kevin Randleman, a former UFC Heavyweight Champion, widely remembered due to his ring entrance as Mario, a pun intended to reflect the Japanese media referring to Randleman as Donkey Kong. In the match itself, Randleman was fast in showing his wrestling accolades at taking down Sakuraba, but the Japanese countered by setting submissions from every available position, until the American made a mistake and was caught in an armbar in the third round.

At Pride Shockwave 2003, Sakuraba would face Antônio Rogério Nogueira, brother to the famous Antônio Rodrigo Nogueira. The Brazilian, having promised to knock out the Japanese, opened the match lunging at him with punches, but Kazushi answered in kind and opened a cut on Nogueira's eye which almost stopped the bout. The action resumed, both men battled for several minutes, with Rogério gaining the upper hand in striking and Sakuraba in wrestling, allowing him to get in Nogueira's guard and inflict significant damage again. During the second round, Nogueira managed to catch Sakuraba in a triangle choke/armbar combo, but the Japanese escaped the hold and sought his own submission, to no effect. Finally, the third round saw Nogueira taking over with punches and knees, exchanging strikes with Sakuraba almost until the last minute, and ultimately winning the decision.^[73]

Pride 2005 Middleweight Grand Prix

After a quick TKO victory over decorated judoka Yoon Dong-Sik in the opening round, Sakuraba suffered a particularly devastating yet controversial loss against Ricardo Arona in the quarterfinal of the tournament in June 2005. Although Sakuraba put Arona on his back and seemed to put to work his signature jumping stomps, the heavier and stronger Arona soon overpowered him, landing a series of brutal knees to the head, as well as hard soccer kicks to the face. The Brazilian's toenail accidentally slashed open the skin over Sakuraba's left eye, which Ricardo then capitalized on by squeezing the cut and digging his finger into it in order to force the doctor stoppage.^[74] The Japanese tried to keep on, but Arona hit another flurry of knees to the head, and ended the fight landing soccer kick after soccer kick, rendering Kazushi's face severely swollen and bloody. Sakuraba would eventually lose the fight by technical knockout after his corner called a stop to the fight at the conclusion of the second round, due to the amount of damage he had sustained.

Following the loss, Pride president Sakakibara suggested Sakuraba might move down in weight to compete in their newly formed 183-pound division. However, instead of moving down in weight, Sakuraba began training at Chute Boxe Academy in Brazil alongside his one-time rival Wanderlei Silva. The move had also a symbolic value, as Chute Boxe was at the time in a rivalry with Arona's Brazilian Top Team.

Post Grand Prix

Upon completion of his training, he made his return to the ring to engage in yet another contest at the 205-pound limit, this time against fellow shoot wrestler Ken Shamrock. Three minutes into the bout, Sakuraba struck through Shamrock's guard with a left hand. Shamrock staggered back and ultimately fell into the ropes, his head hanging out of the ring and his back turned to Sakuraba. Sakuraba rushed in to follow up but before any meaningful offense could be launched, the fight was halted by referee Yuji Shimada. Shamrock got up following the KO and protested vigorously. Opinions were mixed regarding the KO's legitimacy, though Ken's adopted brother and rival, Frank, stated to believe the stoppage was justified: "He got clocked. He went down. According to the rules, he was no longer defending himself and that's the end of the fight."^[75]

Prior to Pride's Shockwave 2005 New Year's Eve event, Sakuraba strongly petitioned for a match against fellow shoot wrestler and professional wrestling proponent, Kiyoshi Tamura, even going so far as to publicly request a bout with Tamura. However, with Tamura refusing to face him, Sakuraba recommended another shoot wrestler, Ikuhisa Minowa, who referred to himself as a "real pro wrestler." Sakuraba did not request the match due to any grudge against Minowa, but rather because he believed that he and Minowa would put on a fight worthy of the Shockwave event. The bout was a competitive one, with Sakuraba choosing to fight from the bottom and using both men's submission attempts to force scrambles. After long minutes pinned under Sakuraba, Minowa escaped and took his back, but Kazushi applied a Kimura lock which, although Minowa would not tap to it, nonetheless prompted the referee to halt the contest.^[76] The victory marked his final bout under the Pride banner; it also marked one of the few times he was matched against an opponent of his own size from the 183-pound division and his first bout against a Japanese fighter.

Leaving Pride

On 3 May 2006, Sakuraba surprisingly appeared with Hero's head Akira Maeda at a Hero's event wearing his street clothes (yellow shirt and blue jeans) and a pro wrestling mask in the style of one of his childhood heroes, Tiger Mask. He did not reveal himself, but it was apparent that it was a masked Sakuraba and that he signed with K-1 and FEG. A day later, Sakuraba appeared at a FEG press conference to announce he would fight in Hero's. His defection to Hero's was a culmination of several signs that suggested he was leaving Pride. It was reported that Sakuraba left Takada Dojo (run by Pride's general manager, Nobuhiko Takada), and conspicuously was not entered into Pride's 2006 Open Weight Grand Prix Tournament.

Hero's Light Heavyweight Tournament

Sakuraba was then scheduled to compete in Hero's Light Heavyweight Tournament. His first opponent was the 16–5 Lithuanian Kęstutis Smirnovas. Sakuraba opened the fight striking aggressively, even flooring Smirnovas with a kick, but as he was coming in to follow up he was caught and knocked down to his knees and hands. Kazushi then turned over, sliding beneath the bottom rope, and Smirnovas unleashed repeated blows to his head. As Sakuraba seemed at this point unable to defend himself, when the referee stepped between the two fighters it seemed likely he was moving to put an end to the contest. However, instead of halting the battle, the referee re-positioned the fighters from underneath the bottom rope into the ring and resumed the bout. Though the restarting of fighters who have found themselves near or outside the ropes is common practice, it was nonetheless controversial.^[77] Following the restart, Smirnovas picked up where he'd left off and proceed to pound a turtled Sakuraba, but the Japanese managed to escape to his feet and land a sharp combination, staggering Smirnovas and bloodying his face. Having turned the tide of the match, Sakuraba began dominating the Lithuanian on the striking segments until Smirnovas dropped to the ground to escape the assault. Sakuraba then accomplished an armbar, forcing his opponent to give up.^[77]

Initially there were some doubts as to whether Sakuraba would be able to make it into the next round of the Hero's tournament based on the severity of the damage he endured against Smirnovas. However, Sakuraba reported that a follow-up CAT scan had found no irregularities and was then slated to face one-time Olympic judoka, Yoshihiro Akiyama in the tournament's semi-finals on October 9 in what K-1 hoped would be a high revenue match-up. The winner of that bout was to face the victor between Melvin Manhoef and Shungo Oyama to determine a tournament champion. However, during a hard sparring session for the upcoming bout Sakuraba began vomiting and fainted. After being rushed to the hospital he was diagnosed with vertebrobasilar damage that restricted blood circulation to the head and neck area. The doctors determined the damage was caused from years of untreated head injuries dating back to his college years.

K-1 Dynamite!!!

In spite of this revelation, rather than being granted a break to recover and possibly undergo surgery Sakuraba scheduled to return to action on December 31, 2006, against Yoshihiro Akiyama at K-1 Dynamite!!. During the bout, Sakuraba was hit with several punches and he rushed to get the takedown, but in doing so he slipped from Akiyama's body. As the sequence repeated itself over and over while Sakuraba took punishment, he opted to drop to his back and attempt a kneebar from there, but his grip on the judoka inexplicably failed again. Having Sakuraba trapped against the ropes and struggling for his submission, Akiyama was free to attack with ground and pound for the referee stoppage.^[78] Words were exchanged between Sakuraba and referee Yoshinori Umeki prior to the stop, which was brought on by the sounding of a bell at the behest of Akira Maeda, the event coordinator, the referee separating the fighters following the bell rather than initiating the stop himself.

Afterwards, the usually soft-spoken Sakuraba surprised many with complaints that Akiyama's body had been greased. The referee in charge subsequently checked Akiyama's body and gave indication to ringside officials that he had not found anything unusual. In the aftermath of the fight the controversy escalated drastically and new accusations of weighed gloves also surfaced. To deal with the growing controversy, K-1 launched an investigation to look into the accusations against Akiyama. Although Akiyama's gloves were found to be regulation, video-tape revealed Akiyama administering a lotion to his skin. Akiyama—who attested he was simply treating his dry skin—was found to have been "negligent" and disqualified. The fight was subsequently declared a no-contest and Akiyama's purse was withheld. A press conference followed, wherein Akiyama—now heavily maligned by the Japanese sports media—offered a public apology.

Although Sakuraba wore a shirt into the ring against Akiyama which read "K Sakuraba: End of Service", his experience against Akiyama apparently changed his plans regarding retirement and at Heros 8 he submitted the winless Yurij Kiseliov by armbar.

Following that win, he would next share the mixed martial arts ring with his fellow shoot wrestler and UWFi alum, Kiyoshi Tamura. Once again donning the guise of his childhood hero, Tiger Mask, as he had to signal his exodus from Pride Fighting Championships to Heros, Sakuraba this time wore the mask to mark the occasion of his return to Pride at their final DSE promoted show, Kamikaze. Before the assembled crowd at the Saitama Super Arena—Pride's most frequented venue—Sakuraba and Tamura publicly voiced their willingness to meet in a Pride ring, before shaking hands and embracing. A bout between Tamura and Sakuraba had been one of Pride's most frequently promised match-ups, one that had never been delivered upon in spite of several efforts to put it together.

On 2 June 2007, Sakuraba rematched Royce Gracie in K-1 Dynamite!! USA. While Sakuraba knocked Gracie to the canvas in the opening seconds, the bout itself was fought at a relatively slow pace, with Kazushi scoring multiple takedowns and Gracie scoring a number of flailing kicks to the legs and face from the bottom, as well as standing knee strikes to Kazushi's injured and bandaged knee. The Japanese wrestler also besieged Gracie on the ground, finishing the bout having taken the back of Gracie and searching for an armbar. Royce won by unanimous decision, which many viewers and MMA sites disputed immediately on the feeling that Sakuraba won the fight. Sherdog scored it 29–28 in favor of the Japanese fighter.^[79] Moreover, Gracie tested positive for steroids after the bout.^[80]

Sakuraba versus Funaki

Sakuraba returned to the ring on 17 September 2007 at K-1 Hero's 10 against former NJPW pro wrestler Katsuyori Shibata. Prior to the bout, Shibata's trainer, Masakatsu Funaki had challenged Sakuraba on the basis that their styles would make for an entertaining contest. Shibata came out striking aggressively, but was soon taken to the canvas by Sakuraba's trademark single leg. Shibata unleashed a torrent of blows off his back, but the more experienced Sakuraba responded with strikes of his own before transitioning into an armbar and finishing the bout.

Following his victory, Sakuraba praised the fighting spirit of Shibata^[81] and accepted Funaki's challenge. Much like Sakuraba, Funaki was trained in shoot wrestling and emerged into the world of mixed martial arts on the heels of a career in the UWF (the direct predecessor of Sakuraba's UWF International). Both men also held in common a past history of submission wins over world-class opposition and recognition as two of the top Japanese mixed martial artists to date. Appropriately, their bout took place in the main event of K-1's year end Dynamite!! show, which garners more TV viewers each year than any other televised mixed martial arts event in Japan. The two fighters exchanged colourful entrances at the arena, Sakuraba's featuring him and baseball player Tsuyoshi Shimoyanagi dressed in identical fighting gears and Ultraman masks.

Once in the match, Sakuraba was able to sneak in a double leg takedown after Funaki committed heavily to a missed right cross. Funaki closed guard around Sakuraba before opening it up to spin for a kneebar, and for a moment Funaki appeared to secure Sakuraba's leg, but he was thwarted by a combination of Sakuraba's submission acumen and their position against the ring ropes. Sakuraba then maneuvered to Funaki's back, only for the Pancrase founder to roll back into the guard position. Breaking away momentarily from the grappling contest, Sakuraba stood up and began to assault Funaki's legs with a series of kicks, which Funaki answered with an upkick of his own, cutting Sakuraba's eye. Kazushi then returned himself to the ground, where Funaki immediately attempted to sweep him, but Sakuraba blocked the attempt and secured a Kimura lock or double wristlock, eventually forcing Funaki to submit.^[82]

After the match, event producer Sadaharu Tanikawa spoke about a possible matchup between Sakuraba and Rickson Gracie the next year, which the former approved.^[83] However, nothing came from it.