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Kipp Heisterman

1101 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

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 […]


Gavin Williams - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

Starting Pitcher Fantasy Baseball Draft Targets for Points Leagues (2026)

Spring training and the World Baseball Classic are in full swing, and that means it is time to start getting ready for your fantasy baseball drafts for the 2026 season, if you have not done so already. This article is going to focus on the four pitchers you should target for 2026 in your points […]


Daylen Lile - Fantasy Baseball Rankings, Outfield Sleepers

5 Second-Year Fantasy Baseball Breakout Hitters (2026)

It sometimes takes younger players time to fully break out. The best example that comes to mind from last year is Chicago Cubs outfielder Pete Crow-Armstrong. He was decent as a rookie in 2024 but took his game to the next level in 2025 behind a 31-home run, 95-RBI, and 35-stolen base season.  In 2026, […]


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

Fantasy Baseball Post-Hype Sleepers: Outfield Breakout Candidates for 2026

Every season, there are players who were once highly touted prospects who fall by the wayside, only to resurrect themselves once everyone has abandoned them. 2026 will be no different. What is different is that you are reading this article, and we here at RotoBaller are looking to help you pinpoint which of those players […]


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

5 Outfield Fantasy Baseball Breakouts - Undervalued Hitters With Upside (2026)

Pitchers and catchers reported to camp earlier this month, and spring training games recently have started, which means baseball season is finally here. This also means that 2026 fantasy drafts will be in full force this month, and we here at Rotoballer are ready to assist. This article will take a look at outfielders with […]


PrizePicks NFL DFS Prop Picks - Over/Under Props for Super Bowl LX

Hello everybody, and welcome to our PrizePicks NFL DFS prop picks for Super Bowl LX! The NFL season has reached its culmination with Super Bowl LX between the Seattle Seahawks and New England Patriots at Levi's Stadium in Santa Clara, California, and our friends over at PrizePicks have a TON of great DFS plays we […]


Noelvi Marte - Fantasy Baseball Rankings, Draft Sleepers, MLB Injury News

Hitter Fantasy Baseball Draft Values: Sneaky Mid-Round Draft Targets (2026)

I think we have all learned how important it is to draft and acquire high-end pitching talent in fantasy baseball; however, to do that successfully, we must be able to identify late-round hitting potential. Identifying these types of hitters is crucial to success in early fantasy baseball drafts. We'll use projections to identify five hitters […]


Nico Collins - Fantasy Football Rankings, Draft Sleepers, NFL Injury News

Best Monday Night Football Bets, Props, and Expert Picks - Wild Card MNF Analysis (2025-2026)

Hello everybody, and welcome to the Wild Card Round edition of Monday Night Football bets and props, where we will discuss props on Kenneth Gainwell, Nico Collins, and more! The NFL season is now into the playoffs, and we here at RotoBaller could not be more thrilled to bring you some of the best content […]


Lamar Jackson - Fantasy Football Rankings, NFL Injury News, DFS Lineup Picks

Best Sunday Night Football Bets, Props, and Expert Picks - Week 18 SNF Analysis (2025)

Hello everybody, and welcome to Week 18's edition of Sunday Night Football bets and props, where we will discuss props on Aaron Rodgers, Derrick Henry, and more! The NFL season is now into its final week, and we here at RotoBaller could not be more thrilled to bring you some of the best content in […]


Mike Evans - Fantasy Football Rankings, Draft Sleepers, NFL Injury News

Week 18 NFL Weather Report - Fantasy Football Lineup Impacts

Hello everyone, and welcome back to our Week 18 fantasy football weather report for the 2025 NFL season! The first few months of the season brought us very few weather concerns, but now that the winter months of December and January have arrived, it is time to ramp up this session again. I will be […]


Kyren Williams - Fantasy Football, Waiver Wire Pickups

Best Monday Night Football Bets, Props, and Expert Picks - Week 17 MNF Analysis (2025)

Hello everybody, and welcome to Week 17's edition of Monday Night Football bets and props, where we will discuss props on Kyren Williams, Bijan Robinson, and more! The NFL season is now into the playoff push, and we here at RotoBaller could not be more thrilled to bring you some of the best content in […]


AJ Brown - Fantasy Football Rankings, NFL Injury News, DFS and Betting Picks

Week 17 NFL Weather Report - Fantasy Football Lineup Impacts

Hello everyone, and welcome back to our Week 17 fantasy football weather report for the 2025 NFL season! The first few months of the season brought us very few weather concerns, but now that the winter months of December and January have arrived, it is time to ramp up this session again. I will be […]


Tyler Warren - Fantasy Football Rankings, Draft Sleepers, NFL Rookies

Best Monday Night Football Bets, Props, and Expert Picks - Week 16 MNF Analysis (2025)

Hello everybody, and welcome to Week 16's edition of Monday Night Football bets and props, where we will discuss props on George Kittle, Jonathan Taylor, and more! The NFL season is now into the holiday season, and we here at RotoBaller could not be more thrilled to bring you some of the best content in […]


Matthew Stafford - Fantasy Football Rankings, NFL Injury News, DFS Lineup Picks

Week 16 NFL Weather Report - Fantasy Football Lineup Impacts

Hello everyone, and welcome back to our Week 16 fantasy football weather report for the 2025 NFL season! The first few months of the season brought us very few weather concerns, but now that the winter months of December and January have arrived, it is time to ramp up this session again. I will be […]


Pat Freiermuth - Fantasy Football Rankings, Draft Sleepers, NFL Injury News

Best Monday Night Football Bets, Props, and Expert Picks - Week 15 MNF Analysis (2025)

Hello everybody, and welcome to Week 15's edition of Monday Night Football bets and props, where we will discuss props on Darren Waller, Kenneth Gainwell, and more! The NFL season is now into the holiday season, and we here at RotoBaller could not be more thrilled to bring you some of the best content in […]


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Looking for a New Deal?
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