Michael Chandler’s biggest career letdown revealed and it’s not Conor McGregor fiasco

Former UFC title contender Michael Chandler talks about his recent mistakes against Charles Oliveira at UFC 309.

Michael Chandler’s biggest career letdown revealed and it’s not Conor McGregor fiasco

Michael Chandler remembers his loss against Charles Oliveira (via Imago)

Michael Chandler remains one of the UFC’s most exciting fighters, always delivering intense, action-packed bouts for fans to enjoy. Despite his thrilling performances, Chandler’s record has suffered, with victories eluding him in several key matchups. His most recent fight, however, ended in disaster, further highlighting the struggles he faced in securing a much-needed win.

Chandler made his UFC debut in 2021, securing a title shot right away, but ultimately losing to Charles Oliveira. He has struggled over the years, winning only one fight while suffering three losses, leading to questions about his future. Chandler admits his biggest regret is his dismal performance at UFC 309, where he failed to impress.

I feel like I was more let down in my entire career than any other fight in this last fight with Charles Oliveira. But I saw glimpses of more composure in that fight. There was a loss, but there was a growth in that fight. If I use my brain, I think I made some very good veteran decisions. I felt more alive, more composed, and more comfortable in there.

Michael Chandler via ESPN MMA 
YouTube video

At UFC 309, Oliveira overwhelmed Chandler with precise striking, relentless pressure, and superior grappling. Such offensive moves kept the American constantly defending and outmatched throughout. The Brazilian dropped Chandler twice in early rounds, controlled positioning on the ground, and nearly finished his opponent with submission. Despite Chandler’s power and heart, Oliveira’s technique, cardio, and composure completely dictated the fight’s pace and outcome.

According to many fans, the main reason behind this performance was ring rust that was caused due to Chandler’s inactivity. Chandler wasted two years waiting for a potential fight with Conor McGregor that never materialized, disappointing his fans. Currently, the American fighter is scheduled to fight youngblood Paddy Pimblett, and the hype around it is massive.

Former UFC champion previews Michael vs. Paddy Pimblett

Paddy Pimblett faces Michael Chandler at UFC 314 in the co-main event. This thrilling matchup between rising star and seasoned veteran has generated huge fan excitement. The fight was made after both fighters expressed interest in testing themselves, leading to quick negotiations and official confirmation from the UFC. Trash talk intensified quickly as Pimblett called Chandler a dirty ba***d.

Michael Chandler vs. Paddy Pimblett fight prediction
Michael Chandler vs. Paddy Pimblett fight prediction (via Imago/X)

On the other hand, Chandler promised fireworks, adding heat and a personal edge to the rivalry. With Pimblett undefeated in UFC and Chandler seeking redemption, the stakes are high, and fans are fully invested. In a recent podcast, former UFC champion Sean O’Malley shared his predictions for the fight. 

Paddy vs Michael Chandler is such an interesting fight. Michael Chandler is such a gangster for taking that fight. If he beats Paddy, that’s still a big win. Maybe not in some people’s eyes, but Paddy is skilled. What he did to Bobby Green was super [impressive]….I mean, Paddy, what he wants to do is climb the rankings. I think that fight makes so much sense. I don’t know who wins, either. I feel like it’s gonna be very competitive.

Sean O’Malley via The TimboSugar Show 
YouTube video

Other than the Pimblett vs. Chandler fight, the UFC 314 fight card is stacked with some incredible fights. In the main event, Alexander Volkanovski and Diego Lopes will fight for the vacant featherweight title. The card also features the much-anticipated featherweight clash between Yair Rodriguez and former Bellator champion Patricio Freire. 

Can Michael Chandler beat Paddy Pimblett?

Michael Chandler can beat Paddy Pimblett if he pressures early, uses wrestling, and lands explosive power punches. His experience against elite opponents gives him an edge in adapting under pressure and exposing Pimblett’s defensive gaps in striking exchanges.

Michael Chandler's comeback
Michael Chandler’s comeback (via X)

However, Chandler’s aggressive style can leave openings, and The Baddy’s slick submissions could capitalize if the fight hits the ground unexpectedly. If Chandler fights smart, conserves energy, and avoids wild exchanges, he stands a solid chance of winning convincingly.

Related: Michael Chandler Net Worth, UFC contract, Endorsements and House