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Kipp Heisterman

1125 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

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

$1 Hitters and Pitchers: Auction Draft Values

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

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 Sleepers with Upside

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

Bargain Hitters With Upside: Discount Bats

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 […]


H2H Points Leagues Fantasy Baseball Sleepers

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

Top-Tier Auction Draft Studs Worth The Cost

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

Kipp's Breakout Hitters For Fantasy Baseball

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

Kipp's 9 League-Winning Hitters

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

Kipp's Breakout Pitchers to Draft

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 Breakouts Candidates for 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

Points League Pitcher Targets

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 Hitter Breakout Candidates

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

Post-Hype Sleepers: Outfield Breakouts

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

Undervalued Hitters With Upside: Outfielders

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 […]


NFL Prop Picks - 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 Draft Values: Sneaky Mid-Round Targets

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 MNF Bets, Props - Wild Card Round

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 SNF Bets, Props, Expert Picks - Week 18

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 Fantasy Football Weather Report

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 MNF Bets, Props, Expert Picks - Week 17

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 Fantasy Football Weather Report

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 MNF Bets, Props, Expert Picks - Week 16

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 Fantasy Football Weather Report

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 MNF Bets, Props, Expert Picks - Week 15

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 […]


Tua Tagovailoa - Fantasy Football Rankings, Draft Sleepers, NFL Injury News

Week 15 Fantasy Football Weather Report

Hello everyone, and welcome back to our Week 15 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 […]


Jordan Addison - Fantasy Football Rankings, NFL Injury News, DFS Lineup Picks

Juicy Fantasy Playoff Matchups With Upside

The fantasy football playoffs kick off this week, and we here at RotoBaller want to help you take down your league's championship by providing some fantasy players who have tremendous schedules down the stretch. Even the best fantasy studs have difficult matchups in come playoff time, which can really put a damper on a strong […]


Bucky Irving - Fantasy Football Rankings, Draft Sleepers, NFL Injury News

High-Upside Fantasy Football Playoff Matchups

If you manage any fantasy football teams that have already gotten to eight or more wins, or are in a great position to make the fantasy football playoffs, you might start thinking about roster moves to set yourself up for success in the fantasy postseason, as gaining an edge headed into the playoffs is always […]


Saquon Barkley - Fantasy Football Rankings, NFL Injury News, DFS Lineup Picks

Best MNF Bets, Props, Expert Picks - Week 14

Hello everybody, and welcome to Week 14's edition of Monday Night Football bets and props, where we will discuss props on Jalen Hurts, Saquon Barkley, 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 […]


Jerry Jeudy - Fantasy Football Rankings, NFL Injury News, DFS Lineup Picks

Week 14 Fantasy Football Weather Report

Hello everyone, and welcome back to our Week 14 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 […]


Drake Maye - Fantasy Football Rankings, Draft Sleepers, NFL Injury News

Best MNF Bets, Props, Expert Picks - Week 13

Hello everybody, and welcome to Week 13's edition of Monday Night Football bets and props, where we will discuss props on TreVeyon Henderson, Wan'Dale Robinson, 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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