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Kipp Heisterman

1115 articles

Kipp Heisterman is a fantasy sports analyst and betting writer at RotoBaller, a multi-award-winning fantasy sports media company. He joined RotoBaller in August 2019 and covers MLB and NFL across seasonal fantasy, DFS, and sports betting content. A lifelong sports enthusiast, Kipp’s favorite sports include the NFL, MLB, and college football. He has followed baseball closely since 1995 and is a passionate Cleveland Guardians fan. Kipp has also been playing fantasy sports regularly since the early 2000s, managing seasonal teams in both MLB and NFL each year while occasionally dabbling in fantasy basketball. Kipp originally began writing about seasonal fantasy and DFS for MLB and NFL, but his focus has expanded over time to include sports betting analysis. In particular, he enjoys identifying actionable player prop opportunities by analyzing league-wide data and trends. During the NFL and MLB seasons, Kipp spends much of his time studying statistics and matchup data to uncover betting edges for readers. Follow him on X (formerly known as Twitter) @Kipppsta for his latest plays and analysis.

Articles

Max Meyer - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

8 Fantasy Baseball Risers and Fallers - Gavin Sheets, Chase Burns, Ramon Laureano, More

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 9 of the 2026 season! Today, I'll look at players like Gavin Sheets, Chase Burns, Ramon Laureano, and more. Keeping up with the latest hitter and pitcher trends is a key component of a successful season, and RotoBaller is […]


Nathan Eovaldi - Fantasy Baseball Rankings, MLB Draft Sleepers, Waiver Wire Pickups

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (5/23/2026)

We have another Saturday slate on tap, which means the slate is full, and we have plenty of spots to look at for strikeouts. This weekend's schedule features some fun interleague matchups like the Guardians at Phillies, Pirates at Blue Jays, and Athletics at Padres, which are always a fun opportunity for players to get […]


Luke Raley - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

8 Fantasy Baseball Risers and Fallers - JJ Bleday, Cristopher Sanchez, Tanner Bibee, More

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 8 of the 2026 season! Today, I'll look at players like JJ Bleday, Cristopher Sanchez, Tanner Bibee, and more. Keeping up with the latest hitter and pitcher trends is a key component of a successful season, and RotoBaller is […]


Logan Gilbert - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News, Starting Pitchers

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (5/16/2026)

Saturday baseball is one of my favorite watches, as we typically get baseball all day, which is the case today with games starting as early as 1:10 p.m. ET. There are some really fun matchups this weekend, as we have a slew of intrastate matchups across the league, as well as some crosstown rivalries in […]


Andy Pages - Fantasy Baseball Prospects, Waiver Wire Pickups, Draft Sleepers

8 Fantasy Baseball Risers and Fallers - Pete Alonso, Andy Pages, Kevin Gausman, More

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 7 of the 2026 season! Today, I'll look at players like Pete Alonso, Andy Pages, Kevin Gausman, and more. Keeping up with the latest hitter and pitcher trends is a key component of a successful season, and RotoBaller is […]


Braxton Ashcraft - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (5/9/2026)

Welcome back to another edition of RotoBaller's MLB Strikeout Props! We have a full slate of games, as is typically the case on Saturdays when I write up this piece. There are a ton of great options for strikeouts on today's slate, which is not always the case, however. I'll offer up a few of […]


Brice Turang - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

MLB Home Run Player Prop Bets Today: Best Hitter HR Props (5/6/2026)

There are some great opportunities on the slate today with pitchers who have been known to get up the long ball from time to time, and you know we are going to attack them to lower our risk. Don’t forget that a win is a win, and even if the bet is “easy,” it still […]


Kazuma Okamoto - Fantasy Baseball Rankings, Draft Sleepers, MLB Prospects

8 Fantasy Baseball Risers and Fallers - Kazuma Okamoto, Seranthony Dominguez, Will Smith, more

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 6 of the 2026 season! Today, I'll look at players like Kazuma Okamoto, Seranthony Dominguez, Will Smith, and more. Keeping up with the latest hitter and pitcher trends is a key component of a successful season, and RotoBaller is […]


Reid Detmers - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

Kipp's MLB Strikeout Prop Bets Today: Best Pitcher K Props (5/2/2026)

Welcome back to another edition of RotoBaller's MLB Strikeout Props! We have a full slate of games, as is typically the case on Saturdays when I write up this piece. There are a ton of great options for strikeouts on today's slate, which is not always the case, however. I'll offer up a few of […]


Will Warren - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

8 Fantasy Baseball Risers and Fallers - Munetaka Murakami, Will Warren, Teoscar Hernandez, more

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 5 of the 2026 season! Today, I'll look at players like Munetaka Murakami, Will Warren, Teoscar Hernandez, and more. Keeping up with the latest hitter and pitcher trends is a key component for a successful season, and RotoBaller is […]


Trevor Rogers - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (4/25/2026)

It's a fun Saturday for strikeout props, as we have a full slate of games to peruse through, which always makes the decisions that much tougher for narrowing down plays. I typically am not a guy who likes to bet unders, but I find myself looking into them more and more, and may even have […]


Tanner Bibee - Fantasy Baseball Rankings, Draft Sleepers, MLB Prospects

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (4/22/2026)

There is another full MLB slate on tap with several talented arms on the bump this Wednesday, including Tanner Bibee, Max Fried, and Shohei Ohtani, two of whom will be discussed in this article. There are also several lesser-known arms on the mound worth taking a look at. Overall, this slate appears to be pretty […]


Jose Soriano - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups, Pitchers

8 Fantasy Baseball Risers and Fallers - Otto Lopez, Jose Soriano, Julio Rodriguez, more

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 4 of the 2026 season! Today, I'll look at players like Otto Lopez, Jose Soriano, Julio Rodriguez, and more. Keeping up with the latest hitter and pitcher trends is a key component for a successful season, and RotoBaller is […]


Nathan Eovaldi - Fantasy Baseball Rankings, MLB Draft Sleepers, Waiver Wire Pickups

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (4/18/2026)

There are a solid number of aces on the mound today, including Chris Sale, Paul Skenes, Tarik Skubal, and a few others, and we will certainly touch on at least one of those in this article. There are also some mid-tier arms toeing the rubber today with huge strikeout upside, like Taj Bradley against the […]


Jordan Walker - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

8 Fantasy Baseball Risers and Fallers - Jordan Walker, Parker Messick, Josh Naylor, more

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 3 of the 2026 season! Today, I'll look at players like Jordan Walker, Parker Messick, Josh Naylor, and more. Keeping up with the latest hitter and pitcher trends is a key component for a successful season, and RotoBaller is […]


Bryan Woo - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (4/8/2026)

Welcome back to our daily MLB strikeout prop bets guide for Wednesday, April 8, 2026. We have games scattered across the afternoon and evening today, and some strikeout matchups to get excited about.  We had a strong start to the season with strikeout props here at RotoBaller. I've been covering these props along with some […]


Cam Schlittler - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

8 Fantasy Baseball Risers and Fallers - Chase DeLauter, Cam Schlittler, Mike Trout, more

Welcome, everyone, to another edition of RotoBaller’s Fantasy Baseball Risers and Fallers article series for Week 2 of the 2026 season! Today, I'll look at players like Mike Trout, Cam Schlittler, Aaron Judge, and more. Keeping up with the latest hitter and pitcher trends is a key component for a successful season, and RotoBaller is […]


Shane Baz - Fantasy Baseball Rankings, Pitcher Sleepers

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (4/4/2026)

Welcome back to our daily MLB strikeout prop bets guide for Saturday, April 4, 2026. We have games scattered across the afternoon and evening today, and some strikeout matchups to get excited about.  We had a strong start to the season with strikeout props here at RotoBaller. I've been covering these props along with some […]


Chris Sale - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (4/1/2026)

Welcome to our daily MLB strikeout prop bets guide for Wednesday, April 1, 2026. All 30 teams are in action today, with games starting as early as 12:15 p.m. ET and as late as 7:40 p.m. ET. Overall, it should be a really fun slate. While it is still early in the season, teams are […]


Kipp Heisterman's MLB Strikeout Prop Bets Today: Best Pitcher K Props (3/28/2026)

Welcome to our daily MLB strikeout prop bets guide for Saturday, March 28, 2026. We have had a standalone slate and truncated Thursday and Friday slates so far, but today is the day we finally get a full 15-game slate, which should give us plenty ok strikeout props to target. While we don't have much […]


Jameson Taillon - Fantasy Baseball Waiver Wire Pickups, Draft Sleepers, Pitcher Rankings

$1 Fantasy Baseball Auction Draft Values - Hitters and Pitchers (2026)

Auction drafts are clearly a different animal than your standard fantasy baseball snake drafts, which I am sure you are more than aware of if you are reading this article. Both drafts have their time and place, and auction drafts can often be a bit more fun, as you can spend up on a player […]


Jo Adell - Fantasy Baseball Rankings, Draft Sleepers, MLB Prospects

6 Dark-Horse Candidates to Finish as the OF1: Potential Fantasy Baseball League-Winners

Outfield is a position that fluctuates from being bountiful to barren in any given season. I can remember drafts where I waited until very late to draft my outfielders, and seasons where I had my whole outfield filled by round 10. This season, the outfield has some strong talent at the top, but is also […]


Parker Messick - Fantasy Baseball Rankings, MLB Draft Sleepers, Waiver Wire Pickups

6 Late-Round Fantasy Baseball Sleepers, Values: Cheap Upside Picks

Spring training is officially underway, and that means that fantasy baseball draft season is in full effect. We here at RotoBaller could not be more excited to bring you some of the best preseason fantasy baseball material out there, and we are here to get you ready for your drafts. This article will take a […]


Addison Barger - Fantasy Baseball Prospects, Draft Sleepers, MLB Rookies

6 Fantasy Baseball Bargain Hitters With Upside - Discount Bats At Every Position (2026)

If every fantasy team could be stacked with top-end talent at the end of drafts, would fantasy baseball really be any fun? Yeah, probably, but to win your drafts and your leagues, you have to be able to find talent at bargain prices. Championships are not won in the first five rounds; they are won […]


Points Leagues Fantasy Baseball Value Picks: Second Base (2B)

The second base position in fantasy is not as deep as in recent seasons. Jazz Chisholm Jr. and Ketel Marte are the only players with second-base eligibility going within the first two rounds. After that, Brice Turang comes off the board between the fourth and fifth rounds. Then there is an abyss until Nico Hoerner, […]


Vladimir Guerrero Jr. - Fantasy Baseball

Studs Worth the Cost - Fantasy Baseball Auction Draft Strategy and Picks (2026)

Auction drafts are a bit different than your typical snake draft, as I am sure you are well aware if you are reading this article. That being said, there is more freedom in the auction draft, as you are not beholden to the player drafting in front of or behind you; you get to choose […]


Kevin McGonigle - Fantasy Baseball Rankings, MLB Draft Sleepers, Waiver Wire Pickups

7 Breakout Hitters For Fantasy Baseball Drafts: Kipp Heisterman's Picks

There are several strategies when it comes to drafting your fantasy baseball teams. One school of thought is to draft stud starting pitchers and try to find value hitters on the market in the later rounds of the draft. I am a firm believer in this strategy, and this article will focus on exactly that […]


Riley Greene - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

9 League-Winning Fantasy Baseball Hitters: Kipp Heisterman's High-Upside Draft Targets

We are putting together a very fun series of articles here at RotoBaller where our writers list their league-winning draft selections. Our guy Frank Ammirante has already written 10 league-winning hitters and 10 league-winning pitchers articles, and I am here to follow up with another hitters piece. This article will focus on high-end talent and […]


Zebby Matthews - Fantasy Baseball Rankings, MLB Draft Sleepers, Waiver Wire Pickups - icon rotoballer

8 Breakout Pitchers For Fantasy Baseball Drafts: Kipp Heisterman's Picks

There are multiple schools of thought when it comes to drafting your fantasy baseball roster. One school of thought is to draft stud starting pitchers and try to find some of the best value hitters on the market. I am a firm believer in this strategy, but I also believe you can have a ton […]


Colson Montgomery - Fantasy Baseball Rankings, MLB Draft Sleepers, Waiver Wire Pickups

4 Shortstop Fantasy Baseball Breakout Candidates and Draft Values (2026)

Shortstop has been one of the best positions for top-end fantasy talent in recent years, and that isn't going to change in 2026. There are currently six shortstops going in the top 31 picks according to the most recent NFBC ADP (as of drafts from February 15), which means the high-end talent is going at […]


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Tries to Keep Momentum Rolling at Colonial
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in Net for Game 4 Against Golden Knights
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Will Suit Up Tuesday
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