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What Are Kentucky Football’s Toughest Matchups in 2025?

With one of the toughest schedules in the nation, Kentucky faces a daunting road back to bowl eligibility in 2025, starting with showdowns against SEC powerhouses.

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Tyler Ruth | UK Athletics

Much like last season, Kentucky faces one of the toughest schedules in college football. Coming off a disappointing 4-8 campaign in 2024, Mark Stoops and the Wildcats will once again navigate the same SEC slate, just with home and road games flipped.

With a relatively manageable nonconference schedule paired with a brutal run of SEC matchups, let’s break down Kentucky’s toughest games in 2025. Can the Wildcats get back to a bowl game? With just the right amount of motivation, maybe.

Simply put, Kentucky will play some of the country’s best teams in 2025. If the Wildcats manage to beat any of these teams, which is highly unlikely, Lexington will throw a party it remembers for years.

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Oct. 4 at Georgia

After winning back-to-back national championships in 2021 and 2022, Georgia had a so-called “down year”, in which it still won the SEC. Now, Kirby Smart and the Bulldogs look poised to sit atop college football once again, entering 2025 overflowing with elite talent.

Quarterback Gunner Stockton will lead the offense, while the defense features a secondary full of ball hawks and a defensive line stacked with NFL-caliber players.

Even if this isn’t the “Georgia of old,” the Bulldogs figure to be favored in every game this year, especially when Kentucky travels to Athens. While the Wildcats consistently play Georgia tough, Stoops remains winless against the Dawgs.

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Can this be the year Kentucky gets over the hump? Probably not.

Oct. 18 vs. Texas

Much like Georgia, Texas is set to be a national championship contender in 2025, with Heisman favorite Arch Manning under center. Steve Sarkisian’s squad is ranked No. 1 in ESPN’s Football Power Index (FPI), giving the Longhorns the highest projected chance to win the national title.

In 2024, Kentucky played Texas much closer than many expected in Austin. This year, the iconic program visits Lexington for the first time. The only previous meeting between Texas and Kentucky came in 1951.

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While the day in Lexington might be one to remember, the result on the field might not be. Let’s see if the Cats can keep it close.

Nov. 8 vs. Florida

Billy Napier’s squad was much better than most expected in 2024. This year, the Gators look to be a dark horse contender in the SEC, fueled by a potentially explosive offense led by quarterback DJ Lagway, who took the nation by storm last season as a freshman.

According to BetMGM, Lagway is +1800 to win the 2025 Heisman Trophy, with a returning core of talented players and a strong recruiting class coming in. However, a tough SEC schedule might not produce the results many in Gainesville are hoping for.

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One thing many Gators fans are confident in: beating Kentucky. Can Stoops create another memorable moment at home against Florida? The odds are stacked against him. Let’s see how motivated the Stoops troops are.

Oct. 25 vs. Tennessee

What a strange offseason it has been for Josh Heupel and the Volunteers. With a quarterback departure due to, well, unforeseen circumstances, and the need to replace key players on both sides of the ball, Tennessee enters 2025 in a somewhat vulnerable position.

Still, the Volunteers remain miles ahead of the Wildcats at this point. ESPN’s Football Power Index gives Tennessee a 38.5% chance to make the expanded 12-team College Football Playoff.

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Much of the Vols’ success in 2025 will depend on transfer quarterback Joey Aguilar, an undeniable question mark. But history doesn’t favor Kentucky here: under Heupel, Tennessee is averaging 39.0 points per game at Kroger Field.

Can Kentucky finally slow down the Vols?

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From Childhood Fan to Head Coach: Will Stein’s Journey Back to Kentucky

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Isaiah Pinto | KY Insider

The search for Kentucky’s next head coach was a brief one.

Within 24 hours after Mark Stoops was fired, Oregon’s offensive coordinator Will Stein was announced as the next head coach – a pairing that shares a history spanning several decades.

“It’s just been unbelievable, unbelievable the last 24-48 hours,” Stein said. “It’s something that a coach can only dream of, to get his first head coaching job, and to do it at a place like the University of Kentucky. It’s really truly a dream.”

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Son of Kentucky alumni Debbie and Matt Stein, his father donned the blue and white for the Wildcats as a defensive lineman in the 1980s. Stein was born and raised in Kentucky as an avid Wildcats fan. 

“This place means a lot to me,” Stein said. “I’ve been coming to this place literally since I was born… I was in the stands (of Commonwealth Stadium), and it’s a really surreal moment to be standing in front of everybody in this building.”

The Louisville native attended Trinity High School, where he won three state titles as the team’s quarterback. After high school, Stein had hopes of playing college football, specifically for the Wildcats. 

However, the traditionally undersized 5-foot-10 quarterback didn’t receive an offer from Kentucky. In 2008, Stein made Louisville’s roster as a walk-on. That season he appeared in four games as a walk-on freshman. 

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Eventually, Stein earned a scholarship.

“I went to the rivals, so four or five years of some bad blood, but that’s a competitor in me,” Stein said. “Out of high school, I would’ve loved having an opportunity to come here, but everything happens for a reason.”

After suffering a shoulder injury against Kentucky in 2011, Stein would be replaced by future NFL quarterback Teddy Bridgewater. The Cardinals would go on to defeat Kentucky 24-17.

Stein would make 25 appearances for Louisville from 2008 to 2012.

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In 2013, Stein rejoined the team as a graduate assistant for the Cardinals, working with the quarterback room, beginning his coaching career. One year later, the former quarterback was elevated to quality control coach.

“I’m extremely thankful for my time at Louisville, I am,” Stein said. “I would lie if I said I wasn’t, and really because of the people, my coaches there, and they’re so proud of me.”

Following his time at Louisville, Stein moved to Texas, where he would spend the next eight years continuing his coaching career.

From 2015 to 2017, Stein was the quality control coach for the Texas Longhorns. To improve his play calling, Stein returned to high school football at Lake Travis, where he served as assistant head coach, offensive coordinator and quarterbacks coach for two years.

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Afterward, Stein joined the University of Texas, San Antonio, coaching staff. In San Antonio, he coached various offensive positions. 

In 2023, Stein was hired as the offensive coordinator for the Oregon Ducks under head coach Dan Lanning. 

“I believe what I’ve done in the past three years at the University of Oregon has set me up to be successful immediately here in Kentucky,” Stein said.

At Oregon, Stein coached a myriad of future NFL talent with a high-powered style offense, namely quarterbacks Bo Nix and Dillion Gabriel, two Heisman Trophy finalists. The Ducks are currently 11-1 and pursuing a championship title as one of the top contenders for this year’s title.

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It’s undeniable that Stein has an immense amount of experience coaching at various programs despite being 36-years-old. In addition to his experience as a quarterback from his playing career at Louisville.

“Success is not free,” Stein said. “Rent is due every damn day that we’re here, and we’re gonna work to get that done, to make Big Blue Nation proud, make our players proud, and do it the right way.”

For the first time in 13 years, Lexington will see a new head coach, and a first-time coach wearing the headset for the Wildcats. Stein’s trek back to blue has been an atypical one. Beginning next season, Stein has the opportunity of a lifetime to coach for his boyhood team.

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Will Stein Says He Is Bringing the “Best General Manager in the Country” to Kentucky Football

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New Kentucky Football head coach Will Stein says he is bringing the best general manager in the country to the program, expected to be Oregon’s Director of Recruiting, Pat Biondo.
Michael Clevenger | IMAGN

A lot of change is coming to Kentucky football with new head coach Will Stein.

Stein, one of the best offensive minds in college football, will bring an offense-first approach that the program hasn’t seen in nearly two decades. He will also bring a change in the approach to NIL, bringing the first general manager in the program’s history.

That guy is set to be Oregon’s Director of Recruiting, Pat Biondo, who was seen with Stein as he arrived at the Lexington airport on Tuesday, and also later that same day, courtside at Rupp Arena.

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Before Oregon, Biondo worked under Jimbo Fisher at Texas A&M as a senior assistant in recruiting operations. Before working in football, Biondo spent nine seasons with the West Virginia Women’s basketball program, where he started as a video coordinator, rising to special assistant to the head coach, and then director of basketball operations

With college football becoming much more NFL-like due to NIL and the transfer portal, there has been a strong push for programs, especially those in the Big 10 and SEC, to hire general managers. Now, Kentucky is the latest school to join that group.

Also published on A Sea of Blue.

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Will Stein Addresses Big Blue Nation for First Time as Kentucky’s Coach

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Israel Schill | KY Insider

Fans, former coaches, the entire football team and the media gathered at Nutter Field House to welcome newly hired Kentucky football head coach Will Stein and his family.

After a fun entrance and some kinds word from University of Kentucky President Eli Capilouto and athletic director Mitch Barnhart, Stein took the stage for the first time as the Wildcats’ coach.

The new Wildcat opened up with a chilling statement as he pulled out his notes.

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“Honored is an understatement,” Stein said. “I thought today was a dream…it’s been an unbelievable, unbelievable 48 hours.”

Reflecting on his past, he talked about the old games he used to attend.

“I’ve been coming to this place literally since I was born…I think my parents used to take me to games and putting headphones on me.”

Thanking his wife Darby, Stein showed his emotional side to the crowd.

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“She is our everything,” Stein said. “My biggest fan and my number one supporter – I’m so thankful to be married to you.”

Followed by a round of applause from the entire building, Stein thanked former head coach Mark Stoops and what he did for the program.

“I’d be remised to not talk about Coach Stoops and his 13 years,” he said. “Kentucky and BBN would not be where we are without him.”

As he rounded out his speech, Stein would go on to talk about the type of brand he plans to instill as the new coach.

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“Success is not free,” Stein said. “Rent is due every damn day that we’re here and we’re going to work to get that done to make Big Blue Nation proud and make our players proud.

“The vision is simple, it’s to win,” he added. “I didn’t come here to be average…I came here to win.”

Opening up the floor to the media, Stein was welcomed to the tough questioning of the Kentucky sports field.

When asked about it he’ll focus on the transfer portal or high school recruiting, Stein gave a chilling answer that should make Kentuckians feel hopeful.

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“I think it all starts at the high school ranks…I think the first thing that we have to win to do is win Kentucky,” Stein said. “When Kentucky’s at its best, the best players from the state, play for the Wildcats.”

He was then asked about how his first meeting with the team went, and Stein didn’t hesitate to answer honestly.

“I introduced them to myself and my family, I gave them me, raw,” Stein said. “I might have said a F-bomb or two, I’m sorry Mitch (Barnhart).”

The Stein era is now here, and after a personable first meeting with the heart of Lexington, the entire city is ready to see their new coach in action.

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