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Novak Djokovic continues to redefine longevity in tennis. The 38-year-old passed his first test at the Shanghai Masters after ousting Marin Cilic 7-6, 6-4 in the oldest match in history at this level!

It was Novak’s first Masters 1000 win since turning 38, becoming the eighth-oldest player to celebrate a win at the premium ATP level of competition. More importantly, Djokovic passed Roger Federer, who delivered his last Masters 1000 victory at 38 years and two months.

At 38 years and four months, Novak now trails only a select group of outstanding veterans. If he maintains this pace and extends his career, he should challenge Ivo Karlovic and Jimmy Connors at the top.

This is cute:

Novak Djokovic signing the camera lens in Shanghai with his Chinese nickname, 'Chicken', which the fans have been calling him back in the day as a metaphor to say he was a 'hot sensation' pic.twitter.com/WemVYNBcVa

— Bastien Fachan (@BastienFachan) October 3, 2025

READ: Which of Novak Djokovic & Serena Williams’ Grand Slam records is

Alongside them, Stan Wawrinka, Feliciano Lopez, Tommy Haas, Richard Gasquet and Gael Monfils remain in front of the 24-time Major winner. Novak remains competitive at Masters 1000 events two decades after debuting at them.

He lost the Miami final in March in two tie breaks, and Shanghai stands as another chance to seek a deep run against the world’s best players. The latest milestone adds another chapter to a career that has stretched across two decades of hard work and dedication.

Eighteen years after lifting his first Masters 1000 trophies, Djokovic proudly stands in the top-5 and chases notable trophies against much younger and fresher opponents.

While struggling against Jannik Sinner and Carlos Alcaraz at Majors, the Serb believes he can still beat them in the less demanding best-of-three format. He is projected to face Sinner in the semi-final in Shanghai, and he would love to embrace another duel against the four-time Major winner.

While he transitions into the later stages of his career, Djokovic remains competitive on the sport’s biggest stages, mixing endurance and professionalism that few have ever matched.

Novak is facing Yannick Hanfmann in the third round in Shanghai, hoping for another strong performance in his first Masters 1000 event after turning 38.

BOXING

Controversial Floyd Mayweather Fight To Come Under Spotlight In

Controversial Floyd Mayweather Fight To Come Under Spotlight In New Documentary

One of Floyd Mayweather’s most controversial fights is set to feature in a documentary. During his legendary career, Mayweather amassed a professional record of 50-0-0 with 27 KO wins.

He became a five division world champion and was rarely hit clean inside the ring. If boxing is hitting and not getting hit, nobody in history did it better than Mayweather.

Apart from his iron sharp skills, Mayweather remains the biggest draw in boxing history. He has a bulging resume consisting of superstar names as well, with Manny Pacquiao, Arturo Gatti, Shane Mosley, Oscar De La Hoya, Canelo Alvarez, and more among his biggest wins.

JUST IN: Terence Crawford Warned Not To Mess With ‘Killer’ World Champion Who Has Offered Him A Title Shot

Mayweather was must-watch TV and one of his most controversial bouts will now be revisited in a documentary.

New Floyd Mayweather fight documentary on the way

On September 17, 2011 Mayweather defeated Victor Ortiz via fourth round KO. Ortiz headbutted Mayweather during the contest and after initially apologizing to his opponent and the referee, Ortiz tried to do the same again to ‘Money’ after the referee resumed the contest.

Mayweather landed a vicious combo on Ortiz’s chin, who wasn’t protecting himself and finished the fight. The turn of events took the boxing world by storm. Director Dexton Deboree is now set to work on a documentary named Re-Match on the fight.

The clash will be revisited with infographics, footage, and interviews with people closely involved to the event. The main aim is to explore the incident from different perspectives. For those unversed, director Deboree has worked on big name productions like James Bond movies, The Game Plan, and more.

What Victor Ortiz said about Floyd Mayweather KO

Ortiz claimed that the referee never told them to resume fighting when he got stunned by Mayweather. Speaking to VLAD TV, he said:

“The ref never said box. Ref says box, let’s box.”

Ortiz also claimed that Mayweather sued him for the headbutt, dragging the incident to the court. He said, “After the fight, I got sued too. I had to go against Floyd in the court. He sued me for headbutting him.”

To be fair, Ortiz broke the rules first by headbutting Mayweather. Also inside the ring, a fighter should protect himself at all times, which Ortiz didn’t and Mayweather made the most of it by landing a two-punch combination.

Whether it was sportsmanlike from either fighter, remains up for debate. The new documentary should give some more perspective to the incident.

BOXING

Terence Crawford Warned Not To Mess With ‘Killer’ World Champion Who Has Offered Him A Title Shot

Terence Crawford has been issued a stern warning ahead of a potential clash with one unbeaten world champion in particular.

The 38-year-old from Omaha etched his name into the boxing history books once again last month as he defeated Mexican icon Canelo Alvarez via unanimous decision to capture the undisputed super-middleweight championship.

Many people believe Crawford has now reaffirmed his status as the pound-for-pound fighter in the world, while others also feel the five-weight world champion now belongs in the conversation for being one of the greatest fighters of all time.

JUST IN: Anthony Joshua ‘ready to pull the trigger’ on boxing comeback as

As rumours begin to circulate about what could be next for Crawford, reports have been suggesting that he could actually drop down to middleweight next for a clash with the hard-hitting Kazakh star Janibek Alimkhanuly.

Speaking on YouTube, Hall of Fame inductee Tim Bradley appeared to warn ‘Bud’ ahead of a future match-up with Janibek, as he claims the unbeaten world middleweight champion is a ‘damn killer’.

“Janibek ain’t no joke. Oh no. That is a tough fight for Terence Crawford. I love me some Crawford, man, y’all know what time it is, but I gotta call a spade a damn spade. Janibek ain’t nothing to mess with. He cold. Southpaw.

“You ain’t know much about him? That’s fine, you ain’t gotta know much about him. I’m here to tell you – speed, power, size, defence, offence, footwork, angle. Dude is cold, man. He’s a damn killer.

“If Crawford goes down and faces that dude, his legacy… It may not be a marquee name … everybody going to be tuning in to see the greatness of Terence Crawford … and I’m here to tell you, Janibek ain’t here to be messed with.”

Alimkhanuly currently holds the unified WBO and IBF world middleweight titles, making the most recent defence of his belts against Anauel Ngamissengue back in April.

It has been speculated in the last few days that Janibek could be set to face WBA middleweight champion Erislandy Lara in a three-belt unification clash next, though this bout is yet to be confirmed.

BOXING

Anthony Joshua ‘ready to pull the trigger’ on boxing comeback as

Anthony Joshua ‘ready to pull the trigger’ on boxing comeback as promoter reveals new frustration

With a return to boxing seemingly gathering pace each day, Anthony Joshua is as “ready” as ever to make his anticipated comeback to the ring.

Still yet to land a specific opponent for his return to combat, former two-time world heavyweight boxing champion Anthony Joshua has been linked with a whole host of potential matchups next.

And seemingly gearing up for a historic return at the beginning of next year on new soil, Watford star Joshua is primed to go, according to his long-time promoter.

READ: Why Anthony Joshua was again targeted by retired star

However, whilst “ready” to compete again, the Olympian has been dealing with a rather lengthy period of frustration.

Anthony Joshua frustrated by Daniel Dubois performance

Sidelined for just over a year at this stage, former world champion Joshua has been out of action since his hellacious knockout defeat to compatriot Daniel Dubois.

Finding himself on the receiving end of a brutal knockout at the hands of the former IBF heavyweight champion, Joshua had been finished for the second time in his career following a previous shock knockout loss to Andy Ruiz.

And according to long-time promoter, Eddie Hearn, Joshua, while gearing up for a return to the ring, is more than “frustrated” with the recent defeat to Dubois.

“He’s (Anthony Joshua) kinda ready now — ready to pull the trigger, which is exciting,” Hearn told Boxing News. “You know, it’s been a really frustrating period — a year — kinda like a mix of definite disappointment.

“He definitely suffered with that defeat from (Daniel) Dubois, personally,” Hearn explained. “I know he loves to put on a brave face and talk to everyone and be that guy. I know how much that defeat hurt him. And I know how much defeats hurt him in general.”

Anthony Joshua’s potential return opponent

Set to take a “roll of the dice” fight in his return to action, Joshua has been ruled out of some notable fights already by his promoter in his immediate return to the ring.

And expected to take a sizable trip to Africa in his comeback to the squared circle, Joshua has seen a frontrunner in terms of opponent sounded out by the above-mentioned Hearn, too.

CELEB NEWS

Phil Mickelson told Greg Norman exactly what he thought of him after being removed by LIV Golf

Greg Norman has revealed that Phil Mickelson was among the players who reached out to thank him for his efforts after the Australian was ushered out as CEO of LIV Golf.

Norman was the driving force behind the creation of the breakaway league, luring top stars like six-time major champion Mickelson to turn their backs on the PGA Tour and join the Saudi Arabia-bankrolled circuit in 2022.

Two-time major champion Norman became golf’s most divisive figure as a result of the breakaway, leaving fractures in the sport that have yet to be healed. He would be removed from his post as CEO in January as the league hired a more statesmanlike leader in Scott O’Neil.

READ: Phil Mickelson pours cold water on Tiger Woods’ Ryder Cup captain

Norman remained affiliated with LIV until September, when he announced his departure, and he has spoken publicly on his exit for the first time in an interview with Australian Golf Digest.

Norman says Mickelson, Ian Poulter, and Lee Westwood were among the players to show their appreciation to the 70-year-old after his association with LIV came to an end.

“There were certain players that really came up to me and there were a few others that came up to me and just thanked me for what I did for them, for being the tip of the spear, for taking it all on,” says Norman.

“Phil took [plenty of heat] too, but I took it on behalf of all the guys, so that to me was part of the job – I had to do it, right? And if you’re going to make meaningful change, running through a brick wall without getting bloody, that’s not going to happen.

“So, the guys did reach out to me – not all of them, no – but probably Phil was the one who really was very open about it and appreciative of what I did do. Poults was the same, along with Westy.”

In the interview, Norman said his three years as LIV’s commissioner and CEO took a significant toll on him. “I enjoyed my time at LIV. But I’ll be honest with you, it was hard,” he said.

“It was very draining on me. I was working 100-hour weeks. I’m not going to say all the abuse was anything [of consequence], but what hurt me the most was the lack of understanding of why people would judge me and give the abuse they did.

“That was the thing that bothered me the most, because I’m the type of guy who will happily sit down and talk about things. And if I’m wrong, I’ll admit I’m wrong.

“But don’t judge me. Don’t judge what LIV was truly all about.”

Reflecting on his tenure, Norman dubbed it “mission accomplished,” citing increased purses for players across the sport and securing LIV’s place in the professional golf ecosystem despite “headwinds” and “misperceptions.”

TENNIS

Which of Novak Djokovic & Serena Williams’ Grand Slam records is

Which of Novak Djokovic & Serena Williams’ Grand Slam records is more likely to be broken?

Hall of Fame tennis coach Rick Macci has revealed which of Novak Djokovic and Serena Williams’ Open Era Grand Slam records he thinks is more likely to be broken.

Macci coached Serena Williams, Venus Williams, Jennifer Capriati, Maria Sharapova and Andy Roddick — all of whom went on to become world No 1. The seven-time USPTA national coach of the year also trained future major champions Mary Pierce, Anastasia Myskina and Sofia Kenin.

JUST IN: Serena Williams gets honest about insecurities early on in her career

The American began coaching Serena Williams in 1991, when she was 10 years old, and worked with the future legend until 1995.

Williams, who turned pro in 1995, won 23 major singles crowns — the most of any woman since the Open Era started in 1968 — before calling time on her remarkable career in 2022.

The American icon secured seven titles at both Wimbledon and the Australian Open, six US Open titles and three French Open titles.

Margaret Court is the only woman in tennis history to win more Grand Slam singles titles than Williams, having won 13 of her 24 majors before the Open Era.

On the men’s side, Djokovic holds the all-time record of 24 Grand Slam titles, with his most recent major triumph having come at the 2023 US Open.

The legendary Serb has won 10 Australian Opens, seven Wimbledon titles, four US Opens and three French Opens during a staggering 22-year pro career to date.

In an exclusive interview, Tennis365 asked Macci if he thinks Djokovic or Williams’ Grand Slam tallies will ever be surpassed.

“Listen, yeah I can see on the men’s side that being broken,” Macci declared.

“And I’m not saying it’s Carlos [Alcaraz] or [Jannik] Sinner, but they’re both off to amazing starts. And what I love is they love the game, they love the competition and they’re just so complete.

“So I can see them [getting to] double digits [Grand Slams], and from there, who knows how your body’s going to hold up as you get older.

“The women’s side is gonna be a little trickier because Serena played for a long time, just like Margaret Court, but that’s gonna be a little trickier.

“But then again, if you get someone, who’s a cut above, who checks every box, you could have someone come in there and dominate because the women’s game is very fluid and it’s wide open.”

Alcaraz, who is just 22, won his sixth Grand Slam title at the US Open last month. Sinner, 24, has secured four majors, with his most recent coming at Wimbledon in July.

Venus Williams remains the active WTA player with the most major singles titles, having won seven. Iga Swiatek, who is 24, won her sixth and most recent Slam at Wimbledon this year.

CELEB NEWS

Serena Williams gets honest about insecurities early on in her career

Serena Williams faces insecurities just like the rest of us.

In a conversation with her sister, Venus Williams, the 23-time Grand Slam champion, shared that she wasn’t confident in her playing ability.

“I sucked. I was bad. I didn’t have it,” Serena told Venus on their podcast Stockton Street. “I only hit lobs. Remember, I only hit lobs. I was terrible. I mean, even when I first turned pro, I was really bad. Not that I didn’t, but I just thought I wasn’t that good. I thought I could outlast people because I was small at the time. I thought I could outlast them and just be out there. And yeah, I never really thought about it.”

READ: Serena WIlliams shows off slender figure at Milan Fashion Week and set

Their father, Richard Williams, who was their coach growing up, told the sisters to pick a major tournament they could win, and that would be their goal. Venus chose Wimbledon, and Serena also wanted that one as well, but ended up choosing the US Open.

We are back in New York, diving into the meaning of fun amidst life's challenges-navigating bad dates, partying with your sister (and roommate) and exploring our complex relationship with practice. @Venuseswilliams pic.twitter.com/14SfAMk6Mw

— Serena Williams (@serenawilliams) October 1, 2025

“Then, when dad told us to pick a tournament to win so we could focus on the goal, you picked Wimbledon too. And then he said I needed to pick something different. So I picked the US Open, but I didn’t really think I would make it,” Serena admitted.

Despite not wanting to originally focus on the US Open as a goal instructed by her father, Serena went on to win the 1999 US Open for her first Grand Slam win. As for Venus, she ended up winning her first Wimbledon match in 2000 when she defeated Lindsay Davenport.

Their first wins were just the beginning of their monumental careers. Serena would go on to win 22 more Grand Slam titles, and Venus would win Wimbledon again the following year in 2001, as well as three more championships in 2005, 2007, and 2008. Serena also had success at Wimbledon, winning seven championships in her career (2002, 2003, 2009, 2010, 2012, 2015, and 2016). Venus also found success at the US Open, winning back-to-back in 2000 and 2001.

When did Serena Williams and Venus Williams start their podcast?

The tennis pros announced their podcast last month, which is named after the street they grew up on. The sisters shared their reasoning behind starting the podcast is to share more with one another.

“As close as we are, we had to keep so many things distant because of our jobs,” Serena told the publication. “As much as she’s my sister, she’s also my opponent, and you can’t be as open as you want to be. So this a real opportunity to do something that we’ve been trying to do, and also just a discovery thing as well.”

BOXING

Terence Crawford’s Rumored Next Title Fight Derailed as Turki Alal

Terence Crawford’s Rumored Next Title Fight Derailed as Turki Alalshikh’s Plans Publicly Denied

After Terence Crawford defeated Canelo Alvarez last month, uncertainty loomed over his future. Many even believed retirement was on the horizon. Returning home, ‘Bud’ was welcomed in Omaha like the champion he is. Soon after, however, he appeared alongside His Excellency Turki Alalshikh, dropping fresh hints about what lies ahead.

“The champ have a lot of surprise, for his city, and for the future,” Alalshikh said in a video shared by Ring Magazine. The 38-year-old even presented the Saudi royal with a signed glove he had worn during the Canelo fight. Now, the latest update sheds light on what the GEA chairman might be planning for Crawford’s next chapter.

JUST IN: Why Anthony Joshua was again targeted by retired star

Terence Crawford could create history yet again

According to a post from Source of Boxing on X, Janibek Alimkhanuly and Erislandy Lara are rumored to clash in a title unification bout this December. In the meantime, speculation suggests that Terence Crawford could face “Carlos Adames for the 160-pound WBC belt.” If Crawford secures the belt, he would then be in position to meet the winner of Alimkhanuly vs. Lara, who would hold the IBF, WBO, and WBA straps.

Should this scenario play out, Crawford would become the first boxer, male or female, to achieve undisputed status in four different weight divisions. Such a feat is virtually unheard of in the sport and would cement his place far above the rest of today’s boxing elite. Interestingly, Adames and Alimkhanuly were once linked to a potential fight of their own, even trading barbs online, but the matchup never materialized, with no explanation given.

Yesterday Turki Alalshikh teased big plans for Terence Crawford, saying “The champ have a lot of surprise, for his city, and for the future.” 👀

With Janibek Alimkhanuly vs Erislandy Lara rumored for December, Crawford could first challenge Carlos Adames for the 160 pound WBC… pic.twitter.com/7cCOK9LrKs

— Source of Boxing (@Sourceofboxing) October 3, 2025

Regardless, following the X post about Crawford’s potential path, Carlos Adameshimself responded, seemingly dismissing the idea. “Who said that?” he wrote on X, casting doubt on Alalshikh’s rumored plans for ‘Bud.’ Despite the new hurdle in his path to undisputed in a fourth weight class, Terence Crawford is staying sharp.

Terence Crawford is giving his body the proper time it needs

For most fighters, inactivity is a nightmare. Long layoffs often lead to ring rust, but Terence Crawford refuses to buy into that narrative. “I don’t believe in that,” Crawford told Andre Ward on All The Smoke Fight. “Some people do, I don’t. I think you get your sharpness from sparring and in the gym. If you’re sharp in the gym, you’re gonna be sharp in the fight.”

Since 2020, the 38-year-old has fought just once a year, but inactivity hasn’t slowed him down. Last month, he cemented his place in boxing history by becoming the sport’s first male three-division undisputed champion after outpointing Canelo Alvarez at Allegiant Stadium in Las Vegas. Even after a 13-month layoff, Crawford looked as smooth as ever.

“Me being in the game for so long, your body needs rest,” he explained. “I’m giving my body the proper time it needs to recover.”

Having said that, it appears Carlos Adames isn’t quite ready to let Terence Crawford walk into his weight class and take his belt. Yet, only time will tell what the future holds for Crawford. Retirement or more legacy.

BOXING

Why Anthony Joshua was again targeted by retired star

Former pound-for-pound star Andre Ward has claimed he would be willing to come out of retirement to face Anthony Joshua.

Ward, 41, struck gold at the 2004 Olympics before going on to win world titles at super-middleweight and light-heavyweight during a glittering professional career, which saw him amass a perfect 32-0 record.

He has not fought since 2017 but has still expressed an interest in jumping up all the way up to heavyweight. And Ward insists he would have no issue going straight into a fight with two-time heavyweight champion Joshua.

JUST IN: Gervonta Davis Biggest Rival Offers To Spar With Jake Paul To Hel

Terence Crawford recently revealed he was encouraged to chase his fight with Canelo Alvarez by Bill Haney, the father and manager of ex-world champion Devin Haney.

Ward responded by saying he had a similar conversation with Bill Haney on the prospect of fighting Joshua.

Speaking on the All The Smoke Fight show, Ward said: “Bill is a good matchmaker. You gotta give him credit for how he moves his son, seeing guys and knowing when to fight them and when not.

“It’s funny, I had been talking about fighting Joshua before, but he is the one that put the seed back in my mind three or four weeks ago, that was in the Bay. We were talking about it and I was like: ‘You know what, I would take that fight right now.’”

Ward has previously teased a fight with Joshua and earned a response from his fellow Olympic gold medallist earlier this year.

But Joshua did not appear to take Ward’s fight proposal seriously, claiming his rival was simply pushing for a payday. It remains to be seen whether Joshua shows any more interest in taking on Ward after his latest callout.

Joshua has not fought in over 12 months after being knocked out by Daniel Dubois last September. He is expected to return in a tune-up bout in early 2026, before targeting a major fight against Tyson Fury next summer.

BOXING

Gervonta Davis Biggest Rival Offers To Spar With Jake Paul To Hel

Gervonta Davis Biggest Rival Offers To Spar With Jake Paul To Help Him Prepare For Fight

YouTuber-turned-boxer Jake Paul is gearing up for his controversial showdown with three-weight world champion Gervonta Davis.

Paul is set to face reigning WBA lightweight ‘Tank’ Davis in a scheduled ten round exhibition clash at the Kaseya Center in Miami on Friday November 14.

READ: Jake Paul Names ‘Monster’ Boxer as Only Man He’d Refuse to Fight

Paul returned to the ring for the first time in seven months back in June as he defeated former WBC middleweight champion Julio Cesar Chavez Jr via unanimous decision at the conclusion of their ten round cruiserweight bout in Anaheim.

As for Davis, the 30-year-old from Baltimore has been inactive since his WBA world title defence against countryman Lamont Roach Jr in March ended in a controversial majority decision draw.

With the fighters now in preparation for their meeting in November, Paul has shared details to Fight Hub TV of how long-term Davis rival and unbeaten WBC lightweight champion Shakur Stevenson ‘wants’ to spar with him ahead of the clash.

“In terms of sparring we got some great guys coming in, some really experienced southpaws that are smaller. I think Montana Love is coming in, Shakur Stevenson wants to come in, Jamaine Ortiz we’re gonna hit up, Erickson Lubin some of these guys so we’re just gonna bring in a plethora of fighters that are fast, quick, shifty southpaws.”

Just like Davis, Stevenson is a three-weight world champion, and was last in action in July when he successfully defended his WBC lightweight title against William Zepeda.

‘Tank’ and Stevenson have been rivals for a number of years, with fans and analysts expressing their frustration that they are yet to share the ring with each other, and that hasn’t been helped with the duo recently going back and forth on social media where it appears the fight was ruled out for good.