Caleb Wilfinger

Deputy Editor
Google News
Caleb is a Deputy Editor at Pickswise who resides in Upper Manhattan and has spent time in Philadelphia and Washington, D.C. He has been handicapping various sports since 2018, including NFL, NCAAF, NBA, NCAAB, MLB and tennis. The futures market is his favorite to target and he has a passion for sharing his plays with the Pickswise community.
Live Picks 11
Live Parlays 0
Weekly News Articles 10
Location
New York
Favorite Sports
Favorite Teams
Kansas Jayhawks
Los Angeles Dodgers
New York Giants
New York Knicks
Greatest Betting Win
One of my favorite sports betting memories was certainly in October of 2022, when I successfully cashed a 5-team Round Robin parlay involving games I had already played as straight bets. It involved Penn State catching 16 at home against Ohio State, along with Notre Dame, UCF, Louisville and Baylor all on the money line as underdogs. The Irish and Cardinals took care of business early by crushing their opponents and Penn State hung tough to cover the inflated number against the Buckeyes. Meanwhile UCF pulled out a thriller against Cincinnati, leaving me only a Baylor victory away from a serious 50U profit. Thankfully, the Bears made quick work of Texas Tech in the second half and I was able to watch the 4th quarter with a smile on my face. This was one of three 5-leg Round Robin parlays I cashed during the 2022 college football campaign, as part of what was a terrific season on the gridiron.
Greatest Achievements
Finished with a win rate of 63% in weekly 2022 NCAAF best bets column, highlighted by an 8-0 run to close out championship week and bowl season 25-8 (76%) YRFI/NRFI run from June through August 2023.
Education
Caleb attended Penn State University, where he covered Penn State football and basketball for 3 years (along with many other sports), getting an up close and personal look at the grind of a full collegiate athletics regular season. His two bachelor's degrees were in Journalism & Political Science, with sports journalism as a primary focus. During his senior year, Caleb began moving away from betting casually and turning into a sharper bettor, including creating systems, compiling data for multiple sports, etc.
Experience
5+ years betting experience 3+ years as a sports handicapper 10+ years as a sports journalist Caleb has been betting legally since 2019 but his history with gambling predates that, as he regularly picked NFL games against the spread throughout his college tenure. In 2021, Caleb started handicapping college football games for Pickswise and turned a profit for the season. After moving into a full-time Deputy Editor role in 2022, Caleb has had plenty of success and winners for the site’s users, most notably in college football, NFL and the MLB YRFI/NRFI market.
Favorite betting market / type
Futures and Point Spreads.
Favorite bookmakers
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Caleb's Picks

Game Totals Pick
Under 39.5(-110)

This is an extremely low total, but I can only look to the under given my handicap on this game. As previously mentioned, the weather forecast indicates that we’ll see high wins in this game, which is bad news for both teams in terms of pushing the ball downfield. The Browns should be perfectly comfortable with keeping the ball on the ground anyway, especially given Gabriel’s struggles through the air. On the other side, if Jackson isn’t 100% that could hurt his ability to escape and avoid sacks away from the Browns disruptive pass rush. Regardless of if the Ravens are able to win by margin or not, this should be a lower-scoring affair that features plenty of early down runs. There’s potentially room for this total to drop even further, so I’ll grab the under in this AFC North tilt.

Under 39.5 available at time of publishing. Playable to 39.

Game Totals Pick
Under 48.0(-110)

Regardless of which teams covers the spread in this game, all signs are pointing to a lower-scoring contest than what the market expects on Sunday. This total has come down a bit from the open, and for good reason. After all, the weather forecast is calling for 15-20 mph winds and that could make things extremely difficult for both teams through the air. As previously mentioned, the Bills offense is dealing with some potential key injuries in the passing game, and those issues could be exacerbated given the conditions at hand. We can expect Buffalo — who has the highest rush rate in the league — to keep the ball on the ground and look to grind out long touchdown drives. On the other side, Tampa Bay’s rushing attack doesn’t have much juice at the moment with Bucky Irving out of the lineup and Mayfield has come back to earth in recent weeks. With that in mind, the under is the only way I can look in this one.

Under 48 available at time of publishing. Playable to 47.5

Point Spread Pick
South Florida -9.5(-110)

One of the most important games within the Group of 5 in Week 12 comes in the AAC, where the Navy Midshipmen will take on the South Florida Bulls in a matchup that could go a long way to determining which team makes the American conference title game, and potentially the College Football Playoff. The biggest question in this game revolves around the health of Navy quarterback Blake Horvath, who is the engine that makes this Drew Cronic offense so successful when he’s healthy. However, Horvath missed last week’s contest with an upper-body injury that he suffered against North Texas in Week 10 and his status is currently uncertain for this week’s game. While I do ultimately expect Horvath to play on Saturday, I’m not sold on how effective the veteran quarterback will be against a South Florida defense that is one of the better units in the Group of 5, with the Bulls currently sitting at 32nd in success rate allowed and 24th in EPA per play (CFB-Graphs). Navy’s offense has struggled when stepping up in class this season, as the Midshipmen failed to crack 20 points in each of their last 2 games against North Texas and Notre Dame, which doesn’t exactly give me much confidence in their ability to put up points this week.

On the other side, Navy’s defense has been a real problem to this point, with the Midshipmen sitting at 93rd in success rate allowed and outside the top 100 in EPA per play. Additionally, when teams do drive the ball into Navy territory, they often score touchdowns, as the Midshipmen are a whopping 128th in points per drive allowed on the season. That certainly bodes well for Byrum Brown and a USF offense that is a top 30 unit nationally in success rate, EPA per play and points per drive. Ultimately, the Midshipmen have been pretty overvalued in the market all season long, and Navy has actually failed to cover the spread in each of its last 6 games leading into this week. With that in mind, I’ll back the stronger and healthier team in a game where the true top team in the AAC will reveal itself to be the visitors. Let’s back South Florida to win by double digits on the road on Saturday.

USF vs Navy prediction: South Florida -9.5 available at time of publishing. Playable to USF -10. 

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Anytime Touchdown Scorer Pick
H. Henry (NE) to score a TD(+160)

On the New England side of things, the Patriots’ offense has been rolling of late, and much of that is due to the advancement of 2nd-year quarterback Drake Maye. The North Carolina product is now the MVP favorite, and one of his favorite targets is Hunter Henry. The tight end has been a reliable security blanket for the young quarterback, particularly in the red zone, where Henry has recorded 4 touchdowns on the season. The Jets have done a solid job against the run, but this new-look defense was pretty vulnerable against the tight end spot last week, and that could continue in this matchup. Therefore, let’s roll with Henry to find the end zone once again on Thursday Night Football.

Point Spread Pick
TCU +6.5(-115)

In what is arguably the most important game in the Big 12 on Saturday, this matchup between the TCU Horned Frogs and BYU Cougars is one could decide if the latter makes the conference title game in a few weeks. And while Sonny Dykes’ team let me down by surrendering a double-digit lead in the fourth quarter of a loss to Iowa State a week ago, this was still a box score that dramatically favored the Horned Frogs. After all, TCU outgained the Cyclones by nearly 200 yards and finished with nearly double the amount of first downs. If it wasn’t for 3 turnovers and allowing a punt return touchdown midway through the fourth quarter, the Horned Frogs likely win and cover the number at home a week ago. With that in mind, it’s not a shock that TCU’s metrics suggest that the Horned Frogs are better than their record, and I have no problem getting back on the horse with Josh Hoover and an offense that clearly looked to be much healthier following the bye week. This is still a top 20 unit in 3rd and 4th down success rate, quality drives created and points per drive, so points should be available to TCU on Saturday. 

Regardless of how the offense looks, Hoover shouldn’t have to score 40 points to cover this number, especially with the TCU defense grading out very well against the run (13th in EPA per rush, 26th in rushing success rate allowed) and with BYU quarterback Bear Bachmeier currently in the midst of his worst run of form of the season following a terrible showing against Texas Tech. There’s no doubt that while BYU is certainly a good team — one that has outperformed preseason expectations by a significant margin — the Cougars are pretty fortunate to only have one loss at this point, as it’s gone through what has been a gauntlet of a Big 12 schedule thus far. You have to wonder if BYU is running out of gas a bit as the season winds down, and the Cougars are now down to 70th in passing success rate on offense, to go along with metrics outside the top 50 in a number of key areas, including points per drive. The TCU defense has been playing like a top 25 unit of late, so as long as Hoover plays mistake-free football, the Horned Frogs should keep this one close and even potentially win outright in Provo.  

TCU vs BYU prediction: TCU +6.5 available at time of publishing. Playable to +4.5

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Point Spread Pick
BAL Ravens -7.5(-110)

We’ve got an intriguing showdown on our hands in Week 11 as the Baltimore Ravens are set to take on the Browns in a game that figures to be an old-school AFC North battle in Cleveland. While the Ravens are not exactly back to where they were prior to Lamar Jackson’s injury in September, Baltimore is certainly looking like a playoff team since Jackson’s return to the lineup. And while the dynamic multiple-time MVP missed practice earlier this week with a sore knee, he’s expected to be a full go in a game against a bad Browns team that should be overmatched in this one.

We know that the Ravens have the tools to dominate at the line of scrimmage, and the weather conditions should also favor Baltimore to keep the ball on the ground and grind out scoring drives against a Cleveland defense that has been fading a bit in recent weeks. The forecast is also troubling for Cleveland’s offense on the other side of things, as Dillon Gabriel has already played in high winds this season and looked terrible in the process, so it wouldn’t shock me if Baltimore nabbed a couple of turnovers in a spot where the rookie quarterback can be expected to struggle. Gabriel was also sacked 6 times a week ago and the Ravens defense has been steadily improving in recent weeks, particularly when it comes to stopping the run. All signs point to the Ravens doing enough on offense to build a lead, and I can’t trust a struggling rookie to keep this game within the number. 

Ravens vs Browns prediction: Ravens -7.5 available at time of publishing. Playable at that number. 

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Point Spread Pick
TB Buccaneers +6.0(-110)

In a week full of compelling matchups, one of the most interesting games of the week comes in Buffalo, where the Bills are set to host the Buccaneers in a game that could go a long way to decide the fortunes of both teams in terms of playoff seeding in their respective conferences. Both teams are coming off pretty demoralizing losses, with the Bills dropping a game to the Dolphins as significant favorites a week ago, while the Bucs lost at home to a red-hot Patriots team, which marked the second defeat in the last 3 games for Tampa Bay. While this would ordinarily be a spot where I look to back the Bills at home — especially with Buffalo coming off a very poor performance in Miami — I can’t quite get there with this number given the matchup at hand and how the injury report looks for Sean McDermott’s side.

For starters, the Bills offense almost entirely centers around the ground game under offensive coordinator Joe Brady, and we just saw Miami be able to successfully bottle that up last week. When the Bills can’t get ahead of the chains early, it becomes a lot harder for Josh Allen and company to consistently convert in obvious passing situations on 3rd and long. The Buccaneers have a solid matchup edge in this game given that they have a top 3 rush defense in the league per success rate, while also sitting at 4th in rush DVOA on defense. Tampa Bay’s weakness is defending the pass, but given that the Bills might be without Dalton Kincaid — who has really become Allen’s top target in recent weeks — Buffalo might not have many answers against a Buccaneers defensive front that likes to blitz and can even get pressure on opposing quarterbacks by only rushing 4 guys. On the other side of the ball, the Bills defense is extremely banged up after suffering a few more losses a week ago. With that in mind, even though Baker Mayfield has come back down to earth in recent weeks, the Bucs should be able to move the ball enough to stay within one possession in this one. Points could be at a premium here, so I’ll take a shot on the ‘dog.

Buccaneers vs Bills prediction: Buccaneers +6 available at time of publishing. Playable to Bucs +5.5

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Point Spread Pick
Washington -16.5(-110)

We’ve got a Big Ten battle in the Pacific Northwest on Saturday when the Washington Huskies play host to the Purdue Boilermakers in Seattle. This is a good spot to back a Washington team that just had its worst performance of the season a week ago against Wisconsin, a game in which the Huskies only scored 10 points and lost as a double-digit favorite. However, Jedd Fisch’s team did outgain Wisconsin and was minus-2 in turnovers in a game that was played in pretty adverse weather conditions. that result tracks with how the campaign has gone for Washington, as the Huskies have one of most extreme discrepancies in home and road performances of any team in the country this season. While the Huskies haven’t been great on the road by any means this season, this is still one of the best home field advantages in the sport and it should claim another victim on Saturday.

This is a spot where I have real matchup concerns for a Purdue team that has struggled defensively all season long. After all, this is a Purdue defense that is 122nd in success rate allowed, and the Washington offense is one of the top 10 units in the sport (5th in success rate, 7th in quality drive rate, 6th in third down success rate). The Huskies have been a machine at home, and I’m of the belief that Demond Williams Jr, Jonah Coleman, Denzel Boston and company should be able to generate success against an Purdue defense that is 130th in quality drive rate allowed and 103rd in points per drive allowed. While Washington’s defense isn’t elite by any means, the Purdue offense has been extremely poor in recent weeks, so I don’t think the Boilermakers will be able to keep up with a Huskies team that has as good of an offense as almost any team across the nation when playing at home. Ultimately, I’ll lean on the hosts to win and cover this number in what should be a blowout in Seattle. 

Purdue vs Washington prediction: Washington -16.5 available at time of publishing. Playable at that number. 

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Anytime Touchdown Scorer Pick
B. Hall (NYJ) to score a TD(+145)

Regardless of how the Jets offense approaches this contest, they’ll need to have some success on the ground. On that front, it’s hard to ignore the value we’re getting with Breece Hall to find the end zone at the current odds. After all, the Iowa State product is in the midst of a solid bounce-back season and he’s been in especially good form in recent weeks, racking up over 200 rushing yards and a pair of touchdowns over the last couple of games. While the Patriots’ rush defense has been very strong in the red zone this season, Hall should get plenty of touches both on the ground and out of the backfield in the passing game near the goal line. With that in mind, let’s back the Jets’ top running back to find paydirt on the road well into plus-money odds.

Point Spread Pick
Minnesota +26.5(-110)

We have a Big Ten tilt between a couple of unfamiliar foes on Friday as the Oregon Ducks are set to host the Minnesota Golden Gophers in a game that doesn’t project to be all that close on paper. However, even though I’m not all that high on this Minnesota team, I’m much more inclined to back the Gophers on the road in what is one of the best situational spots on the board in this Week 12 slate. On one side, the Gophers are in the midst of a solid season, having just qualified for bowl eligibility after defeating Michigan State on November 1. Now, with Minnesota coming off a much-needed bye week prior to this extended road trip, PJ Fleck should have his team prepared to play in what is a natural get-up spot for a rested and ready Gophers side. 

Conversely, the Ducks are in a pretty brutal letdown spot after knocking off Iowa on the road in what was arguably the most important win of its season to this point. Now, Dan Lanning’s side will have to travel all the way to the northwest for a bizarre matchup against a new conference foe that they couldn’t possibly care all that much about, all while staring at a massive potential College Football Playoff elimination game against USC on deck. It shouldn’t surprise anyone if the Ducks come out pretty flat in a spot in which they could still be a bit hungover from last week’s victory in dramatic fashion at Kinnick Stadium. Oregon certainly looks to be one of the 10-12 best teams in the nation to this point, but it’s also worth considering that the Ducks were extremely banged up a week ago and could be without as many as 5 starters on offense this week if those injuries carry over. With that in mind, it wouldn’t surprise me at all if Oregon approached this game with a bit more trepidation and kept things pretty close to the vest. As a result, the Gophers could certainly keep things within the number in a game with a fairly low total, so I’ll certainly take the points with Minnesota on Friday. 

Minnesota vs Oregon prediction: Minnesota +26.5 available at time of publishing. Playable to 25.5

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Heisman Trophy Winner Pick
D. Dampier to win Heisman Trophy(+6000)

This is a shot in the dark compared to some of the favorites on the board, but it’s an educated wager on a quarterback that I could see making a major leap this fall. Devon Dampier electrified the Mountain West at New Mexico a season ago, racking up 31 total touchdowns (including a whopping 19 touchdowns on the ground) in a season that saw him take a major step forward from his freshman campaign.

Now, the 3rd-year starter steps into a promising situation with a Utah team that handed the reins over to former New Mexico offensive coordinator Jason Beck, a respected offensive mind and a surefire upgrade from what the Utes had last season. The Utes also upgraded their weapons on the perimeter via the transfer portal and get a pretty favorable schedule compared to a few other contenders in the Big 12. I’ve got Utah favored in 11 games and if the Utes are able to navigate their way through a couple of tricky conference games, they should certainly find themselves in the Big 12 title game come Championship Weekend. That alone gives this 60-1 ticket a ton of value, so Dampier is worth a sprinkle at this number.

Caleb's Analysis