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 3
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

Anytime Touchdown Scorer Pick
J. Allen (BUF) to score a TD(-105)

Over the last couple of seasons, I’ve often targeted Josh Allen to find the end zone with his legs, and those tickets have cashed repeatedly. As we have seen over the years, the Bills often turn to their superstar quarterback to dig them out of a hole when the chips are down, and he typically uses his legs to do so. Now in his 3rd year as the offensive coordinator, Joe Brady’s reliance on Allen’s legs in pivotal spots has been consistent all season long, and I expect that to continue on TNF in a game where the Bills need to win in order to keep pace with the Patriots in the race for the AFC East division crown.

Allen racked up a whopping 9 touchdowns on the ground in between Week 10 and Week 16 a season ago as the Bills made a push for seeding in the AFC playoff picture. While I don’t quite expect that level of insane production this time around, it’s notable that Allen finished with 6 total touchdowns a week ago, including 3 on the ground. The Wyoming product has found the end zone with his legs in 3 of the Bills’ last 4 contests, and it wouldn’t surprise me at all if Allen gets multiple opportunities in the red zone in this one. Given the fact that his rushing workload around the goal line has ticked up in recent weeks, this prop still feels a bit mispriced at the current number, so let’s take advantage and back Allen to score a touchdown once again on Thursday Night Football.

Money Line Pick
Texas San Antonio Win(+120)

While there are plenty of games that should captivate college football fans across the nation on Saturday, one of the more under the radar games that should have your attention is a big time contest in the AAC, where the East Carolina Pirates will visit the UTSA Roadrunners in a compelling clash that should produce plenty of fireworks. This is one of the better spots of the Week 13 slate, and I intend to take advantage of it by backing the Roadrunners to win as short underdogs at home.

On one side, East Carolina is in the midst of a very good run of form and the Pirates are coming off one of their biggest wins in years against Memphis in a game that thrust them back into the AAC title race and potentially even an outside shot at the College Football Playoff if a couple of dominoes fall in the Sun Belt and Mountain West. East Carolina’s offense has steadily improved as the season has gone on, as quarterback Katin Houser has now thrown for nearly 3,000 yards while tossing 15 touchdowns to just 5 interceptions. However, this is a brutal road trip for a Pirates team that has struggled away from home against quality competition this season, and has had trouble with UTSA in the Alamodome in years past. Given the enormity of last week’s win, don’t be surprised if East Carolina comes out a bit slow in what could be a flat spot for Blake Harrell’s team. 

As for the hosts, UTSA has been an up-and-down bunch all season long, but the Roadrunners are likely a bit better than their record given how a few of their results look in hindsight. Historically, Jeff Traylor has been an excellent head coach against the spread in November and his team certainly looks like they’ve turned a corner offensively in recent weeks, with Owen McCown and company rolling through the likes of Tulane and Charlotte at home. Where UTSA has gotten into trouble has been against psychical and fast teams on the road (USF and North Texas come to mind), but that’s not the situation that they’ll see in this one. The Roadrunners pass defense is still an issue but they should be able to slow down the East Carolina ground attack and keep the Pirates behind the chains at points in this contest. And because they play at an extremely fast pace, East Carolina has not shown that it can consistently grind out close wins, particularly away from home. Given the fact that I expect this one to be a close contest from start to finish, there’s some inherent value on the home underdog on Saturday. 

East Carolina vs UTSA prediction: UTSA ML (+120) available at time of publishing. Playable to +110.

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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