Should you use AI (Artificial Intelligence) in fantasy football? Can it actually help you win games — maybe even a championship? Last year, I partnered with Greg Kellogg, an FSWA Hall of Famer, to test this in a head-to-head battle against AI. The only problem: we didn’t track results. (Lesson learned — humans forget, algorithms don’t.)

In 2025, we’re doing it right. We’ll be tracking results weekly, documenting everything, and sharing it with you. By the end of the season, you’ll have the answer to the question every fantasy manager is secretly asking: To AI, Or Not To AI?

Each week, I’ll be joined by Sir Whittington (Google AI’s alter ego) and KROG. We’ll each be saddled with three random players — because let’s be honest, the biggest fantasy headaches usually come down to your flex spot.

Here’s how it works:

  • One WR or RB ranked outside the top 24
  • One TE ranked outside the top 12

Our mission: pick the guy who can beat his projection and make us look smart.
Your mission: decide whether to trust me or the algorithm that also recommends socks after you shop for lawn chairs. Oh, and here’s the twist — the “winner” isn’t the one who scores the most points. The player with the most points is actually the loser. We’re tallying it week by week to see who gets crowned by the end of the season.

Week 5 Recap

Cooper Kupp finished WR25

Theo Johnson finished TE35

Kareem Hunt finsihed RB45

As for the total score on the season between man vs machine reads like this:

Sir Whittington-18 points

Krog- 20 points

Tipp- 20 points

It has been a close race all season. I can’t lose this week but its not about me right now. Aight you ugly bloke spit…

Sir Whittington’s Response

Week 7 — the point in the fantasy season where hope and despair coexist like tea and soggy biscuits. Injuries, bye weeks, and questionable coaching decisions have us all clutching at straws (or waiver claims). Let’s take a proper look at three intriguing names in this week’s flex conversation — served with a dash of honesty and a drizzle of hard truth.

At long last, Kyle Pitts is showing something resembling consistency. He’s seen a steady diet of targets (5+ per game) from rookie quarterback Michael Penix Jr. and, shockingly, has managed to string together multiple productive weeks. The talent’s never been the issue; the usage has been as confusing as cricket to an American. Still, he’s yet to find the end zone in 2025, and this week’s clash with the 49ers’ tight end–smothering defense isn’t exactly a recipe for fireworks. You’ll play him, of course, but maybe keep the champagne corked for now.

For Treyveon Henderson, opportunity knocks for the rookie with Antonio Gibson sidelined and Rhamondre Stevenson carrying the bulk of the load. Henderson’s involvement in the passing game adds some PPR appeal, and there’s clear upside if he can earn the coaches’ trust. That said, his efficiency has been about as inspiring as a cold meat pie. He’s a speculative RB3/FLEX option — one of those plays that could make you look like a genius or leave you wondering where it all went wrong.

Jeudy’s WR1 role in Cleveland isn’t exactly a tempting one for fantasy. The volume is there — he recently saw 13 targets — but production has been missing in action. Four straight games under 50 yards paint a grim picture, and the Browns’ quarterback situation isn’t helping.

Still, if volume is king, Jeudy’s at least got a crown — even if it’s a bit tarnished. He’s the type of player who could pop for 100 yards and a score or disappear entirely. Proceed cautiously.

Sir Whittington’s Final Thoughts

Week 7’s flex landscape is full of potential and pitfalls alike. Pitts has the pedigree, Henderson the opportunity, and Jeudy the volume — but each comes with a healthy dose of uncertainty. Play them if you must, bench them if you can, and whatever happens — keep calm and set your lineup.

KROG’s Response

Treyveon Henderson continues to thrive as New England’s top receiving back, holding a target share north of 20% on passing downs. That role gives him a dependable PPR floor, and a favorable matchup awaits against a Saints defense that ranks bottom-10 in receptions allowed to running backs. With Rhamondre Stevenson’s fumbles drawing concern, Henderson could see an uptick in touches. Still, his ceiling is limited by committee usage (6–8 touches per game) and the absence of a touchdown so far this season. He’s best viewed as a safe, low-end FLEX in PPR leagues.

Despite Cleveland’s quarterback inconsistency, Jerry Jeudy has quietly posted nine or more PPR points in four of six games. His steady target volume keeps him relevant in full PPR scoring, but he’s struggled to make big plays — failing to top 50 receiving yards since Week 2. Until he finds the end zone or shows improved efficiency, Jeudy remains a volume-based WR3/FLEX option — solid, but not spectacular.

Kyle Pitts has settled into a reliable mid-TE1 role this season, averaging 51 yards per game and commanding an 18% target share. He’s hit double-digit PPR points in half his outings, showing encouraging consistency compared to previous years. However, Week 7 presents a major test against Buffalo’s defense, which hasn’t allowed any tight end to surpass 7.5 PPR points this season. Pitts’ athletic upside remains, but limited red-zone work and target competition from Drake London and Bijan Robinson cap his ceiling.

Krogs Final Thoughts:
Henderson, Jeudy, and Pitts all bring stable usage profiles but modest upside. In Week 7, they fit best as complementary FLEX options — safe plays for managers prioritizing consistency over risk.

Tipp’s Response

Kyle Pitts faces a 49ers defense without Fred Warner, which is a huge advantage for anyone attacking the middle of the field. San Francisco has allowed an average of 54 yards per game to tight ends over the last three contests — a solid number that puts Pitts firmly in play. The big question is whether he can find the end zone. With the defense likely focused on Drake London, Pitts could quietly sneak in for a score this week.

Jerry Jeudy is still searching for his first touchdown of the season. He continues to see WR1-level opportunities — if such a role exists in Cleveland. Jeudy saw 13 targets last week but caught only five, an efficiency issue he and Dillion Gabriel are reportedly working on. With Harrold Fannin emerging, Jeudy’s target share could be pressured slightly, though that likely affects David Njoku more. Miami’s defense is stingy against slot receivers, but Jeudy’s versatility lining up both inside and outside keeps him relevant in Week 7.

Treyveon Henderson is still working things out and hopes to earn more playing time while staying patient. Coach Mike Vrabel emphasized before the season that Henderson needed improvement in blocking and spacing, which may be limiting his role. Even with Antonio Gibson sidelined again, Henderson’s snap share dropped from 50% in Week 5 to 30% in Week 6 — a concerning sign. The matchup is enticing, as Tennessee gives up the second-most fantasy points to running backs (22.7 per game). Still, Rhamondre Stevenson remains the trusted option in the backfield. With both backs being the only healthy ones on the roster, the team might need to make a move soon.

Tipp’s Final Thought:
Between Pitts’ touchdown hopes, Jeudy’s chemistry lessons, and Henderson’s blocking homework, Week 7 feels less like fantasy football and more like a midseason report card. Let’s just hope someone studies before Sunday.

Week 7 Breakdown

Sir Whittington

1.Kyle Pitts

2.Treyveon Henderson

3.Jerry Jeudy

KROG

1.Treyveon Henderson

2.Jerry Jeudy

3.Kyle Pitts

Tipp

1.Treyveon Henderson

2.Kyle Pitts

3.Jerry Jeudy