The history books of Circle City Wiffle tell a story of shifting dynasties, legendary performances, and the occasional defunct franchise (RIP Kings of Diamonds, Skeeters, and Noodlers). From Brendan Dudas’ reign of terror in the mid-2010s to Will Smithey’s Moonshots dynasty and Myc Witty’s emergence with the Hounds, CCW’s championship lineage has seen its fair share of dominance.

But why stop at looking back when we can look forward?

With the 2025 season fast approaching, we could have played it safe—offering basic predictions like everyone else. Instead, we turned to the most powerful tool known to man: Artificial Intelligence (which has never been wrong, ever).

We’re not just calling the 2025 champion. We’re mapping out the next 16 years of CCW titles—every dynasty rise, every power shift, and every expansion team that will shake the league to its core.

Bookmark this. Screenshot it. Laugh now, but when a “Caleb Vance” or “Brady Castner” enters CCW in 2035, just remember: we told you first.
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Let’s get into it. The CCW dynasty map awaits...

2025 Champion: Hounds
Team MVP: Dylan Jones
The loss of Myc Witty leaves questions about whether the Hounds can stay on top, but the defending champs refuse to go quietly. With Jake Sprinkle and Austin Alles stepping into larger roles, they maintain elite depth on the mound. Jones becomes the offensive centerpiece, carrying the lineup while Sprinkle and Coby Taylor anchor the pitching staff. They outlast the Short Shorts in a grueling championship series, solidifying themselves as a CCW powerhouse with their second title in three years.

2026 Champion: Short Shorts
Team MVP: Myc Witty
After over a decade of falling short, the Short Shorts finally reclaim the CCW throne. Witty proves his move from the Hounds was the right call, putting together a legendary season on the mound and at the plate. Devon Hensley becomes a crucial contributor, providing the offensive consistency the Shorts lacked in past playoff runs. In the end, the Shorts snap a 11-year title drought, capturing their first championship since 2015.

2027 Champion: Stampede
Team MVP: Holden Palmer
One of the longest-tenured teams without a championship finally breaks through. After years of playoff heartbreak, the Stampede build a dominant core, led by the Palmer brothers and the emergence of Tristan Dudas as an offensive force. Their defensive versatility and relentless pitching staff make them a nightmare matchup, allowing them to outlast the defending champion Short Shorts in a tight championship series.

2028 Champion: Yakkers
Team MVP: Alec Buchman
One of CCW’s oldest teams finally puts it all together, claiming their first championship. The Yakkers build a deep, balanced roster, relying on elite pitching and clutch hitting. Alec Buchman emerges as one of the best arms in CCW, and the team’s small-ball approach helps them grind out low-scoring wins. The championship marks the beginning of a new contender in the CCW hierarchy.

2029 Champion: Moonshots
Team MVP: Ian Garavalia
The Moonshots reclaim their place atop CCW, winning their first title since 2022. Garavalia evolves into a true two-way force, dominating both at the plate and on the mound. Alongside Jaxon Ridgeway, whose speed and defense give the team an extra edge, the Moonshots overwhelm their opponents with a mix of power, athleticism, and elite pitching depth. The championship cements the Moonshots as one of CCW’s most successful franchises.

2030 Champion: Hounds
Team MVP: Austin Alles
With many of their original championship core aging out, the Hounds reload and return to the top. Austin Alles steps into the leadership role, carrying the offense with his balanced power-speed game. Jake Sprinkle and Coby Taylor provide key depth, and the Hounds’ pitching staff remains elite, allowing them to grind through another deep postseason run.

2031 Champion: Short Shorts
Team MVP: Mitch Unversaw
The Short Shorts refuse to fade, proving their 2026 title was no fluke. After losing some key veterans, the Shorts reload with a new wave of talent. Mitch Unversaw becomes the franchise’s next star, using his speed and contact hitting to lead one of the league’s most potent lineups. The Shorts ride an explosive offense to their third championship.

2032 Champion: Expansion Team - Cyclones
Team MVP: Colton Beasley
Expansion shakes up the league, and the Cyclones waste no time making history. Behind Colton Beasley, an electric two-way player, they storm through the league in their debut season, delivering a shocking championship. Expansion teams have had success before in CCW history, but none have done it this fast.

2033 Champion: Expansion Team - Mammoths
Team MVP: Landon Cline
Another expansion team crashes the CCW elite, this time using a power-first approach. The Mammoths build their roster around dominant hitting and strong pitching, with slugger Landon Cline leading the charge. Cline puts on a postseason clinic, crushing game-winning homers while the Mammoths ride a deep pitching staff to the title.

2034 Champion: Moonshots
Team MVP: Jaxon Ridgeway
Now in his prime, Ridgeway dominates, leading the Moonshots back to the top. Their elite pitching staff and well-rounded lineup make them nearly unstoppable, and their third championship in 13 seasons cements them as a CCW dynasty.

2035 Champion: 8 Balls
Team MVP: Reid Werner (Final Season)
In a storybook ending, CCW legend Reid Werner closes out his career with one last championship. The 8 Balls, one of CCW’s most respected franchises, blend veteran leadership with young talent, including rookie Caleb Vance, who steps up in the biggest moments. Werner rides off into the sunset as one of CCW’s greatest of all time.

2036 Champion: Stampede
Team MVP: Brady Castner
The Stampede’s second wave of stars takes over, and Brady Castner establishes himself as the best player in CCW. His elite two-way play drives the team, while the Palmer brothers provide the veteran leadership needed to win tough playoff matchups. The Stampede prove their 2027 title wasn’t a fluke, solidifying their place among CCW’s great franchises.

2037 Champion: Expansion Team - Clippers
Team MVP: Miles Davenport
Yet another expansion team breaks through, and the Clippers make a historic run. Miles Davenport, a defensive wizard and dynamic leadoff hitter, leads a young, exciting team to a championship in just their second season. The Clippers immediately become one of CCW’s must-watch franchises.

2038 Champion: Short Shorts
Team MVP: Cade Sullivan
The Short Shorts return to dominance, winning their fourth title. Cade Sullivan steps up as the new franchise cornerstone, delivering clutch performances while playing elite defense. Their long history of perseverance pays off, proving they are one of CCW’s all-time best teams.

2039 Champion: Hounds
Team MVP: Dawson Redman
The Hounds rise again, proving that championship DNA doesn’t fade. Dawson Redman, an underrated but deadly clutch player, delivers game-changing moments, leading the Hounds to another championship.

2040 Champion: Moonshots
Team MVP: Tate Willoughby
Tate Willoughby puts the league on notice, dominating on the mound and carrying the Moonshots to yet another title. This win solidifies the Moonshots as a CCW dynasty, matching the Hounds and Short Shorts as four-time champions.

The Future is Written—But 2025 is Now
Sixteen years of triumph, heartbreak, and dynastic dominance lie ahead, their champions etched in the annals of CCW history before a single pitch of 2025 has even been thrown. Legends will rise, expansion will shake the league to its core, and franchises will forge their legacies in the fire of competition.

Yet, for all the prophecy and foresight, one truth remains: CCW is unpredictable.

No AI, no algorithm, no force of nature can account for the grit of an underdog, the resurgence of a forgotten star, or the madness of October wiffleball. Will the Hounds reclaim their throne? Can the Short Shorts finally end their title drought? Or will a new contender emerge from the shadows?

All the speculation ends here. The path to greatness begins now.

​Welcome to the 2025 CCW season.

If the CCW landscape was a carefully laid-out chessboard before free agency, then the last week has flipped it over entirely. We witnessed seismic shifts, surprise reunions, and one decision so stunning it sent ripples through the entire Wiffle world. Let’s break down the action, day by day, and unpack what it all means for the upcoming season.

Full rosters can be viewed on the CCW Hot Stove page.

Day 1: The Witty Bombshell
Free agency wasted no time in delivering its most shocking moment. Myc Witty, long considered the heart and soul of the Hounds, made a last-minute decision to leave for the Short Shorts. Reportedly convinced by a phone call with his mother, Witty's move turned the CCW hierarchy on its head. The Hounds, suddenly without their franchise player, were left scrambling for a new direction, while the Shorts immediately became a powerhouse with Dudas and Witty leading the charge.

Day 2: Top Names Find Their Homes
With the initial shockwave settling, major pieces started falling into place. Tyler Gregory unsurprisingly re-upped with the Moonshots for what is expected to be his final CCW season. The Yakkers retained Thomas Hopkins while adding Alec Buchman, a returning ace who could shake up the pitching landscape. Alex Gurtcheff also returned to the 8 Balls after a strong season there in 2024. 

Meanwhile, Aidan Palmer made headlines by leaving the Yakkers after two stellar seasons to likely reunite with his brother Holden on the Stampede. The Hounds countered by bringing in Mitch Buis from the Stampede, helping stabilize their rotation. The stage was set for even more movement.

Day 3: Stampede’s Master Plan Unfolds
The Stampede's patience paid off as Holden Palmer joined his brother Aidan, solidifying a dangerous one-two punch on the mound. Nick Bundy’s signing further strengthened their offense, signaling that the Stampede were not just filling out a roster—they were building a contender.
Elsewhere, the Short Shorts secured Dustin Laugel, the Yakkers retained Sawyer Mitchell, and the Hounds made two major moves by locking in Jake Sprinkle and Austin Alles. The latter signing, in particular, helped turn the Hounds’ roster from post-Witty crisis mode back into title contention.

Day 4: Reinforcements Arrive
Connor Young, last year’s Rookie of the Year, stayed with the Moonshots, providing stability at the top of their order. Dalsen Murdock remained with the Stampede, continuing their aggressive free agency.
Coby Taylor returned to the Hounds, adding another bat to their revamped lineup. The 8 Balls got a huge addition in Cody House, while Dalton Lewis bolstered the Yakkers’ rotation. Toward the day’s end, Jay Wilsey signed with the 8 Balls, ensuring their pitching staff had some much-needed depth.

Day 5: The Youth Movement
Day 5 was all about upside as the Short Shorts and Moonshots doubled down on younger talent. The Shorts brought in Mitch Unversaw, veteran Keegan Caughey, and Devon Hensley, adding a mix of experience and high-ceiling potential. The Moonshots countered with the additions of Connor Smith and Ian Garavalia, both of whom could make an immediate impact.

​Day 6: The Final Pieces
With most big names off the board, teams focused on filling in gaps. The Hounds closed out free agency by signing Josh Hart, who made the audacious claim that he would replace Witty’s production. Cody Fowler joined the Moonshots as a part-time player, while the Stampede won the battle for Tristan Dudas, a highly coveted late-stage free agent.

Colt Cantrell reunited with manager Rudy on the Yakkers, and the 8 Balls rounded things out with Alec Berninger, further strengthening their pitching depth.

Final Takeaways

1. The League is as Wide Open as Ever – Witty’s departure from the Hounds shook things up, but the team rebounded quickly. Meanwhile, the Stampede's bold moves with the Palmer brothers give them a fresh identity. The Shorts and Moonshots also made strong pushes, setting up what could be the most competitive season yet.
2. Depth Pitching Became a Priority – The new innings limit rule forced teams to rethink roster construction. The 8 Balls and Hounds emerged as the best-equipped teams for this challenge, stacking multiple reliable arms to handle the workload.
3. Different Teams, Different Strategies – The Yakkers and Moonshots focused on high-upside, boom-or-bust players. The 8 Balls and Short Shorts played it safer with more stable, reliable veterans. Which approach will pay off? Only time will tell.

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As the dust settles on an unforgettable free agency period, one thing is clear: CCW 2025 is going to be must-watch wiffle. Buckle up, because this ride is just getting started.

Reported by Jorf Porsson
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Some decisions in sports transcend the game. They ripple through history, altering the trajectory of a franchise, a league, and the very mythology of competition itself. Keegan Caughey’s decision to return to the Short Shorts is one of those moments—a seismic shift in Circle City Wiffle that evokes the grandeur of a LeBron-esque homecoming.

For a player of Caughey’s stature—sixth all-time in home runs, fifth in both RBI and hits, a war-hardened veteran of 197 battles—the story should have been a coronation. But last season, his tenure with the Hounds ended not with fireworks but with a cold and merciless benching in the playoffs. It was a stark reminder that, even for legends, loyalty is a fragile thing. The Hounds may have wanted him once, but in the defining moment of their season, they turned their backs. The message was clear: he was expendable.

And so, Caughey went searching for something more. Not a championship, not a paycheck—he had already earned those in abundance. He sought something deeper. A sense of belonging. A return to the place where his name wasn’t just inked into a lineup but woven into the very fabric of the franchise. The Dirtyard—a hallowed cathedral of plastic baseball—was always more than a field to him. It was home.

His announcement video, a dramatic homage to Good Will Hunting, was layered with symbolism. The dialogue was thick with subtext, a poetic rendering of a man reckoning with his past, weighing the burden of unfinished business. The crux of it came with four simple words: “I got to go.” It was a note left on a door. A promise to himself. A calling.

Jorf Porsson, CCW’s all-knowing insider, pressed Caughey about when he knew the Short Shorts were always his team. The response was instantaneous—August 14, 2012. A game, a moment, a legend in the making. He recounted a night at the Dirtyard, a colossal battle where Will Smithey—National Player of the Year—obliterated a moonshot that sent the crowd into bedlam. But Caughey? He wasn’t on the field. He wasn’t in the dugout. He was watching from the deck, beer in hand, absorbing a spectacle that would unknowingly set his destiny in motion.

“You played with him?” Porsson asked.

“No,” Caughey admitted. “I was sitting on the deck drinking a beer with my future coach.”

That’s when it hit.

He was never meant to be a spectator. He was meant to be a part of something greater. And when the moment finally arrived, when he was face-to-face with the decision he always knew he had to make, he handed back the Hounds jersey and walked away.

“Sorry man, I got to go see about a team.”

And just like that, Keegan Caughey was home.

The Shorts are not a perfect team. Caughey is not a perfect player. But sometimes, two imperfect things can be perfect for each other. That’s the beauty of this return—not just a reunion, but a restoration of something that should have never been broken in the first place.

When he steps into the batter’s box at the Dirtyard once more, the vibes will be different. Not just admiration for the numbers, not just appreciation for the player, but an understanding of the journey.

He has played in many games, hit many home runs, and carried many teams. But now? Now he gets to be exactly where he’s supposed to be.

​Home.

By Jorf Porsson

It’s the kind of move that shakes a league to its core. The kind that rewrites history and makes legends--or villains—overnight. Myc Witty, the ace of the Hounds, the back-to-back Cy Wiffle winner, the architect of their dynasty, has left the reigning champs in the dust. And for what?

A hundred bucks. Custom cleats. Control over the roster and jersey design.

And the chance to write his own story.

Brendan Dudas and the Short Shorts pulled off the biggest free-agent signing in league history on Day 1 of free agency, prying Witty away from the Hounds with an offer too good to refuse. The decision sent shockwaves through the Dirtyard and beyond.

Watch Witty's decision reveal here: www.youtube.com/watch?v=MxmogrGFD4g

A Move No One Saw Coming
For weeks, it was all but certain—Witty was running it back with the Hounds. Why wouldn’t he? The team was built to three-peat. He was the unquestioned ace. The leader. The guy. A dynasty was forming, and Witty was the foundation.

But then, an hour before his decision, everything changed.

Witty spoke with his mom, likely looking for reassurance that sticking with the Hounds was the right move. Instead, she hit him with a truth bomb: Don’t throw away a better opportunity just because you're afraid of upsetting someone.

And just like that, Myc Witty was gone.

A Friendship in Ruins
The man responsible for orchestrating this stunning move? Brendan Dudas. The Shorts’ GM. The CCW commissioner. A three-time MVP. And—until this moment—one of Hounds GM Dylan Jones’ closest friends.

Dudas wasn’t just friendly with Jones. He was the best man at his wedding.

Now? He’s the man who just stole his ace.

Jones and Dudas have been aligned in CCW for years, both pillars of the league. But that relationship may never be the same. Dudas didn’t just poach a player. He ripped the heart out of the Hounds.

The Shorts Were Done Being Complacent
For the past few years, the Shorts have been good—consistently competitive, always in the mix. But good wasn’t enough.

They were watching from the sidelines as the Hounds built a dynasty, winning back-to-back titles while the Shorts faded further from CCW’s center stage. Originally, Dudas had plans to run it back with much of last year’s roster. Consistency. Stability. A solid team. Then he tore those plans to shreds.

​Signing Witty wasn’t just about getting the best pitcher in the league—it was about making a statement. The Shorts are done being an afterthought. They aren’t here for fun. They aren’t here to just compete.

They are coming for Dirtyard Classic title #2.

Dudas & Witty: The Most Decorated Duo in CCW History
Dudas didn’t just land a star—he formed the most feared duo CCW has ever seen.

Brendan Dudas:

• 3x MVP (2015, 2016, 2018)
• 5x Batting Triple Crown winner
• 5x Yellow Slugger (Best Hitter)

Myc Witty:

• Back-to-back Cy Wiffle (Best Pitcher, 2023 & 2024)
• 1x MVP
• Back-to-back Dirtyard Classic Champion

Dudas has long been one of the greatest hitters the game has ever seen. Witty has owned the league from the mound the last two years. Together? This isn’t just a duo. This is a superteam. The Shorts haven’t won a championship since 2015, and Dudas is going all in with the goal of ending that drought in 2025.

The Hounds’ Dynasty is in Jeopardy
Meanwhile, the Hounds have just suffered the biggest gut punch in CCW history.
For two years, they ruled the league. For two years, they had the best pitcher leading the charge. Now, just like that, the foundation has crumbled.
Can they recover? Or is this the end of the Hounds as we know them?
One thing is for sure: when Witty and the Shorts step onto the field against his former team, it won’t just be a game.

It’ll be war.


A New Era Begins
Years from now, CCW fans will look back at this moment as the turning point.

Did Witty just make the smartest move in league history? Or did he just walk away from the greatest dynasty CCW was ever going to see?

The pressure is on. The spotlight is blinding. And when Opening Day rolls around, all eyes will be on Witty and the Shorts.

This is possibly the biggest moment in CCW history.

And it’s only just beginning.