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 2
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

Point Spread Pick
Miami Florida +9.0(-110)

After a long and grueling season filled with ebbs and flows, the National Championship Game is finally here. We have a fascinating matchup on our hands on Monday, as the top-seeded Indiana Hoosiers are set to take on the Miami Hurricanes, who are a bit of a Cinderella story based on their seeding in the playoff bracket. Miami has knocked off the likes of Texas A&M, Ohio State and Ole Miss in consecutive games, while the top-seeded Indiana Hoosiers rolled through Alabama and Oregon in extremely impressive fashion to advance to this point. Which of these teams will come out on top at Hard Rock Stadium and take home a national title? It’s almost time to find out.

I went against Indiana a week ago, and while that wager didn’t have much of a chance, I’m going back to the well with a cautious fade of Curt Cignetti and the Hoosiers in the biggest game of the season. While it’s hard to ignore what we’ve seen from the Hoosiers over their last few contests, the basic market fundamentals clearly point to Miami as the side in this game at the current number. For starters, it’s clear that a wager on Indiana in this game is buying the Hoosiers at the peak of their market value, and Indiana has already taken a ton of steam that has moved the line from 7 points at the open all the way up to nearly double digits. This is a pretty significant move considering that Miami is 3-0 against the number in the postseason, and the Hurricanes are going to be playing on their home field in this one, which has to count for something in a game of this magnitude. Even after factoring in Indiana’s massive improvements throughout the season, I still can’t get to this number given how well Miami is playing at the moment. 

While the Hurricanes might be a Cinderella story based on their seed, this team has been great in all areas during this improbable run to the title game. Mario Cristobal’s group appears to be playing its best football of the season on defense, and the offense has certainly come along and gotten more comfortable with each playoff game. The Hurricanes certainly have a massive test ahead against Heisman Trophy-winning quarterback Fernando Mendoza and the Hoosiers’ extremely balanced offense (2nd in success rate, 2nd in EPA per play, 1st in points per drive)  However, given the fact that Miami’s defense just had to face Trinidad Chambliss and the electric Ole Miss offense — in addition to the excellent Texas A&M offense and Ohio State’s dynamic wide receiving corps — we can expect the Hurricanes to be prepared and up to the task in this one, particularly at the line of scrimmage. On the other side of the ball, the Indiana defense has also been a top-5 unit in the sport over the course of the season, but given the fact that Miami was able to move the ball successfully on the ground with Mark Fletcher Jr. against both Texas A&M and Ohio State, the Hoosiers’ formidable defensive front shouldn’t spook this Hurricanes ground game.

There’s no doubt that Indiana has looked like a wrecking ball all postseason long, and the Hoosiers should certainly be in position to walk away with a championship on Monday. However, this number is just a bit too rich for my blood now that we’ve cleared a full possession, and it would not shock me if the ‘Canes got a nice boost from their home fans in a game that is being played in their backyard. I’ll take the points with Cristobal and bank on another spirited effort from his team.

Miami vs Indiana prediction: Miami +9 (-110) available at time of publishing. Playable to +8.5.

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Game Totals Pick
Under 48.5(-110)

While both offenses have shown an ability to generate consistent success at various points in the postseason, this is still a game that is being played between 2 of the best defenses in the country. After all, Miami has faced a litany of good offenses this season and the Hurricanes (9th in success rate, 6th in points per drive allowed) have risen to the occasion each time. On the other side of the ball, the Hurricanes’ ground game has been efficient against multiple strong defenses during the playoff, it’s far from a guarantee that Miami will suddenly see success on the ground against an Indiana defense that is 3rd in rushing success rate allowed and 2nd in opponent EPA per rush (CFB-Graphs).

Carson Beck has struggled when pressured this season and the Hoosiers’ secondary has performed well against a variety of passing attacks all season long, so I wouldn’t expect them to be intimidated by the Miami wide receiving corps. Ultimately, I can only look toward the under in a game that could be more of a grinder than what the market is projecting. 

Miami vs Indiana pick: Under 48.5 (-110) available at time of publishing. Playable to 48.

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Caleb's Analysis