UFC 309 Preview and Predictions thumbnail

Heavyweights Collide: UFC 309 and Mike Tyson’s Epic Comeback!

Support the Ringside Report Network

The MMA and boxing worlds are buzzing with excitement as we approach a blockbuster weekend. UFC 309, featuring Jon Jones defending his heavyweight championship against Stipe Miocic, promises to deliver a historic showdown. On the boxing side, Mike Tyson returns to the ring against YouTube sensation Jake Paul in a highly publicized bout. Here’s what went down during Ringside Report MMA’s in-depth discussion.

Watch the replay above or listen to the podcast below

Jones Vs Miocic At Ufc 309
Jones vs Miocic at UFC 309

Jon Jones vs. Stipe Miocic: A Clash of Heavyweight Legends

The panel couldn’t overstate the significance of Jon Jones defending his title against Stipe Miocic at Madison Square Garden. Host Dave Simon set the stage: “This could be the last dance for Jones and Miocic, two legends of the sport.” AJ Dโ€™Alesio and Fred Garcia chimed in with differing views on the matchup.

Support the Ringside Report Network
Support the Ringside Report Network
Rash Guards
  • Fred Garcia: “Miocic might be Jones’s toughest opponent at heavyweight. But letโ€™s be real: Jonesโ€™ grappling game is on another level. Jones is primed for a submission win with Gordon Ryan and Gable Steveson in his corner.”
  • AJ Dโ€™Alesio: “Stipeโ€™s a beast. His wrestling was key in beating Francis Ngannou in their first fight. If anyone can weather Jonesโ€™ storm and land the big shot, itโ€™s Stipe.”

Despite their admiration for Miocicโ€™s career, all three hosts picked Jon Jones to win. Simon was confident: “Jones is the GOAT for a reason. I see him winning by submission in the first or second round.”

The audience was split. Some cheered for Miocic, calling him “the greatest heavyweight ever,” while others echoed Fred’s sentiment that Jones would dominate.

Each hostโ€™s pick reflects their expectations for the key fights on the UFC 309 card.

Rest of UFC 309 Main Card: Rising Stars and Veteran Showdowns

In addition to the main event featuring Jon Jones and Stipe Miocic, UFC 309’s card offers some exciting matchups that promise to bring action and intrigue. Rising stars like Bo Nickal are set to test their skills against seasoned opponents, while veterans Chris Weidman and Jim Miller look to solidify their legacy with memorable performances.

Charles Oliveira vs. Michael Chandler: A Lightweight Rematch with High Stakes

The co-main event sees Charles Oliveira and Michael Chandler face off in a five-round rematch brewing since Oliveiraโ€™s TKO victory over Chandler at UFC 262. Chandlerโ€™s long-awaited return to the Octagon comes after a two-year hiatus, during which he was linked to a potential mega-fight with Conor McGregor that ultimately never materialized. With unfinished business against Oliveira, Chandler has his sights set on redemption.

  • Fred Garcia: “Chandlerโ€™s been sidelined too long waiting for McGregor. Heโ€™s got power, and I think heโ€™ll look to make a statement early on. Iโ€™m going with Chandler by KO in the second round.”
  • Dave Simon: “Oliveiraโ€™s too technical. He has the reach, the striking, and that grappling edge. Iโ€™m predicting Oliveira by TKO in the third.”
  • AJ Dโ€™Alesio: “Oliveiraโ€™s relentless pace will be too much for Chandler to handle. Iโ€™m saying Oliveira takes it by decision.”

Bo Nickal vs. Paul Craig: Prospect Meets Veteran

The middleweight bout between Bo Nickal, a highly decorated amateur wrestler, and veteran Paul Craig is another fight to watch. Nickalโ€™s grappling skills have drawn comparisons to some of the best wrestlers in MMA, and fans are eager to see if he can handle Craigโ€™s submission prowess.

  • Dave Simon: “Nickalโ€™s wrestling is going to be too much for Craig. I donโ€™t see Craig being able to keep up with that pressure. Nickal takes this one.”
  • Fred Garcia: “Craig is tough, but Nickalโ€™s a future contender. Itโ€™s Nickalโ€™s fight to lose.”
  • AJ Dโ€™Alesio: “Nickal, all the way. His wrestling foundation will carry him through this fight.”

Chris Weidman vs. Eryk Anders: A Test of Resilience

Former middleweight champ Chris Weidman returns to face Eryk Anders, bringing a wealth of experience into the cage as he attempts to bounce back from recent setbacks.

  • Dave Simon and AJ Dโ€™Alesio: “Weidmanโ€™s resilience and experience make him the favourite here. Weโ€™re both taking Weidman.”
  • Fred Garcia: “I see Anders pushing the pace and testing Weidmanโ€™s durability. Anders gets the edge here.”

Jim Miller vs. Damon Jackson: Millerโ€™s Quest for More Records

Jim Miller, a record-holder for the most fights in UFC history, takes on Damon Jackson, aiming to extend his legacy even further. Millerโ€™s veteran savvy and submission game make him a constant threat, even as new generations of fighters emerge.

  • All Hosts: Miller is the unanimous pick from the panel. โ€œMillerโ€™s experience and grappling will carry him through,โ€ they agreed.

With matchups like these, UFC 309โ€™s main card isnโ€™t just about the headliners but also about the rise of future stars and the continued journey of fan-favourite veterans. Each fight offers a compelling storyline and promises to make this event memorable.


Mike Tyson Vs Jake Paul Seen Here At A Pre-Fight Event
Heavyweights Collide: UFC 309 and Mike Tyson's Epic Comeback! 4

Mike Tyson vs. Jake Paul: A Fight for the Ages or a Sideshow?

The return of Mike Tyson at 58 has drawn both intrigue and skepticism. A long-time Tyson fan, Fred Garcia, admitted: “Iโ€™m scared this could turn into glorified sparring. Tysonโ€™s cardio might not hold up, but I still want him to knock Jake out in the first round.”

AJ Dโ€™Alesio brought a counterpoint: “Jake Paul is no joke. Heโ€™s evolved as a fighter, but letโ€™s not kid ourselvesโ€”heโ€™s not beating a motivated Mike Tyson if Tyson lands clean.”

Dave Simon played the realist card: “Tysonโ€™s body has been through a lot. This fight might not live up to the hype. I see Jake Paul winning a decision, but not in a way that impresses anyone.”

The audience chat was a mix of nostalgia and realism. Comments ranged from “Tyson will show Jake what boxing really is” to “Jakeโ€™s younger and fasterโ€”heโ€™ll wear Tyson down.”


UFC 309 Picks: The Panelโ€™s Predictions

The panel shared their predictions for this weekendโ€™s UFC 309 card:

FightDave Simon’s PickFred Garcia’s PickAJ D’Alesio’s Pick
Jon Jones vs. Stipe MiocicJones by Submission (R2)Jones by Submission (R1)Jones by Decision
Charles Oliveira vs. Michael ChandlerOliveira by TKO (R3)Chandler by KO (R2)Oliveira by Decision
Bo Nickal vs. Paul CraigBo NickalBo NickalBo Nickal
Chris Weidman vs. Eryk AndersChris WeidmanEryk AndersChris Weidman
Jim Miller vs. Damon JacksonJim MillerJim MillerJim Miller
Placing Your Bets? Use Our Link At Bet99.Ringsidereport.net
Placing your bets? Use our link at bet99.ringsidereport.net
  1. Jon Jones vs. Stipe Miocic
    • Dave Simon: Jones by submission, Round 2
    • Fred Garcia: Jones by submission, Round 1
    • AJ Dโ€™Alesio: Jones by decision
  2. Charles Oliveira vs. Michael Chandler
    • Dave Simon: Oliveira by TKO, Round 3
    • Fred Garcia: Chandler by KO, Round 2
    • AJ Dโ€™Alesio: Oliveira by decision
  3. Bo Nickal vs. Paul Craig
    • All hosts picked Bo Nickal to win, citing his wrestling dominance.
  4. Chris Weidman vs. Eryk Anders
    • Split predictions: Fred leaned toward Anders, while Dave and AJ sided with Weidman.
  5. Jim Miller vs. Damon Jackson
    • Consensus pick: Jim Miller.

Audience Takes on Tyson and Jones

The live chat brought heated opinions on both fights:

  • On Tyson: “Even at 58, Tysonโ€™s power is no joke. Jake better be ready for those body shots.”
  • On Jones: “Heโ€™s unbeatable. Heโ€™ll cement his legacy even further if he gets past Stipe.”

The hosts and audience agreed this weekend could mark pivotal moments in combat sports history.


Key Takeaways

  • Jon Jones vs. Stipe Miocic headlines UFC 309, with Jones as the favourite for a submission win.
  • The Tyson vs. Jake Paul boxing match is a spectacle, with opinions divided on its legitimacy as a competitive fight.
  • The Ringside Report panel offered bold predictions, sparking lively debate among fans.

Written By:

MORE FROM THE RINGSIDE REPORT NETWORK: THE COMBAT SPORTS AUTHORITY

UFC Freedom 250 event at the White House

Colby’s Gone, Dana’s Wrong, and UFC Freedom 250 Has Real Problems

Three stories are colliding in MMA right now, and none of them are particularly flattering for the sport. Colby Covington is out of the UFC after going once-a-year for five years and losing four of his last six โ€” then finding himself off the White House guest list despite being Trump’s loudest MMA supporter for a decade. Trump’s actual favorite fighter? Khabib. UFC Freedom 250 is June 14 on the White House lawn with Ilia Topuria vs. Justin Gaethje and Alex Pereira vs. Cyril Gane, but the UFC is running its own judges with no government athletic commission in place, it’s going to be 80-plus degrees outside with insects swarming the lights, and 50,000 people are watching on outdoor screens nearby. And Dana White told Time magazine that people who talk about their mental health publicly are giving young men permission to be weak. It’s the most dangerous thing he’s said in years โ€” and the most revealing.

Read More ยป
Saturday Night's Main Event 2026 and AEW Double or Nothing 2026 event sfeaturing Penta and Okada

Saturday Night’s Main Event 2026 Preview + AEW Double or Nothing Picks

Wrestling Uncensored Episode 782 arrives the night before Saturday Night’s Main Event 2026 โ€” and the timing couldn’t be better. Dave Simon and Johnny North go through the full SNME card: Penta vs. Ethan Page for the IC title, The Vision vs. Street Profits for the World Tag titles, the Jade Cargill six-woman tag with a title match in Italy on the line, Becky Lynch vs. Sol Ruca, and whether Paige and Brie’s Women’s Tag run finally ends against Lash Legend and Nia Jax. Plus the complete AEW Double or Nothing 2026 preview โ€” Darby Allin defending against MJF in a hair vs. title main event, Ospreay vs. Samoa Joe in the Owen Hart Cup, FTR vs. Edge and Christian in an I Quit career-ending tag match, and Takeshita vs. Okada. And Brock Lesnar is back after a month-long retirement, with a contract, no explanation, and four F5s on Oba Femi.

Read More ยป
UFC 329 event featuring McGregor and Max Holloway

McGregor vs. Holloway at UFC 329: The Rematch, the Odds, and Why MVP MMA 1 Made the UFC Look Untouchable

Conor McGregor is officially back. UFC 329, July 11, 2026, T-Mobile Arena โ€” McGregor versus Max Holloway in a welterweight rematch at 170 pounds. The UFC announced it mid-MVP MMA 1, which was either perfect timing or a mercy kill depending on how you look at it. Because MVP MMA 1 was not the show the sport needed. Ronda Rousey submitted Gina Carano in 17 seconds, then retired on the microphone. Junior dos Santos and Francis Ngannou were involved in mismatches. The broadcast felt decades behind. Meanwhile, the UFC is heading into the most ambitious summer in company history โ€” Freedom 250 at the White House on June 14th, Makhachev vs. Gaethje for the lightweight title, Pereira vs. Gane for the interim heavyweight belt, and a full UFC 329 card built around the return of the sport’s biggest star. The gap between the real sport and everything else has never looked wider.

Read More ยป