Matt Bresler, Founder & CEO of Odditt – iGaming Interview Series

Matt Bresler is the Founder and CEO of Odditt, a sports data company delivering some of the industry’s most comprehensive and insight-rich datasets. When he first entered the sports betting space, he recognized the lack of reliable, high-quality data for predictive modeling and analysis. Determined to change that, he built Odditt from the ground up with a team of seasoned experts, developing technologies that aggregate, refine, and contextualize data at an unmatched scale.

Odditt is a leading sports data company redefining analytics through advanced data aggregation and contextual insights. Its proprietary technology integrates performance metrics with environmental and situational factors—such as weather, venues, and coaching styles—to deliver a deeper understanding of every game. Serving leagues across more than 45 countries with decades of historical data, Odditt provides unmatched accuracy and scale to both enterprise partners and sports enthusiasts, empowering smarter decisions across the global sports ecosystem.

You started out running a fossil business in high school. What led you from that venture into the sports betting world, and what lessons from that early experience have helped you as you’ve built Odditt?

That fossil business was my first taste of turning curiosity into a company. I’ve always been obsessed with tangible representations of history. Fossils transport us back to snapshots in the history of our earth, millions of years ago, in stunning detail. We can see them with our own eyes. We don’t have to imagine what walked the earth millions of years ago. It is sitting in museums and private collections. With fossils, it didn’t start as a business. It started as an obsession. Before I knew it, I was selling thousands of fossils online and brokering full fossil skeletons to international clients.

With sports betting, it was the same way. I started out as a die-hard NBA fan, became obsessed with sports betting, and how the odds reacted to certain moments in the NBA games I was watching. Soon, I was looking for historical data to validate the betting opportunities I was seeing. Those efforts quickly turned into Odditt, a next-generation sports data and sports betting entertainment company. 

My biggest lesson from my fossil business that has translated to Odditt is to find something to obsess over, learn more about it than anyone ever should, have no expectations of where it will lead, and you will find opportunities that nobody else will.

Betflow is positioned as a sports betting discovery platform. How do you balance simplicity for casual bettors with depth for serious analysts?

Within the same app, you can convert your favorite emojis into a custom parlay, find hundreds of thousands of data-backed picks, and analyze player performance in a multitude of scenarios. Casual bettors don’t want to feel like they’re studying for an exam, but deeply analytical bettors want real substance. 

Betflow leverages over a billion historical data points, but it doesn’t inundate users with raw statistics. It shows them what they care about. No matter what kind of bettor someone is, they can get actionable sports betting insights in just a few taps thanks to Betflow.

What features of Betflow do you consider most innovative, and how do they make the platform stand out from traditional sportsbooks?

I would say our most innovative feature is the Fun Factory. A user chooses their favorite emojis or clicks the random emojis button, and then hits the convert button. Betflow’s advanced patent-pending engine analyzes nearly a million connections between players, teams, and emojis to find the most engaging and relevant parlay. It makes sports betting truly accessible to anyone who wants to try.

Another is Trend Blender, Betflow’s powerful analytical research tool, allowing users to test their theories and find the most impactful factors on player and team performance. A user selects a team or player who has an upcoming game. Betflow shows all of the relevant conditions projected for that team or player for that game: how many days of rest they will have, what the weather forecast will be like, any notable grudge matches against former coaches or teammates, and tons more powerful insights. The user chooses up to five conditions that they think are most impactful to their performance, and in seconds, Betflow researches and presents their real historical stats in those conditions contextualized to their specific upcoming bets. From there, users can bet with confidence.

We’re building the decision-making layer that makes betting seamless and fun. Sportsbooks are just where users check out.

Betflow includes features like Fun Flows, which create trivia-style betting experiences, and Fact Flows, which provide data-driven insights. What inspired these, and how do they change the way users engage with betting compared to endless scrolling on a sportsbook app?

Interestingly, you can’t really scroll very much on most sportsbooks. They are set up more like spreadsheets. You can scroll on Betflow, though! 

The idea came from what fans love about sports and how they consume content. People love scrolling through TikTok, Instagram, and other apps. Sports fans love sports for the rivalries, the storylines, and the deep connections to favorite teams and players. Fun Flows helps you find who to root for, whether that is rooting for a team because their mascot is a dog, or rooting for a player because they have the same nationality as you. Fact Flows help you find all the most exciting storylines and the related bets. The highlighted bet is your ticket to see how it all plays out.

Odditt captures contextual factors like weather and coaching matchups. Can you share an example of how this kind of data changes betting insights?

Sure. Everyone knows weather matters, but it’s not just that rain equals under. Some wide receivers might have an easier time in rainy conditions than the cornerbacks covering them. That can actually lead to overs for their props. 

With Odditt’s comprehensive data feeds, you don’t have to guess about those sorts of things. You can see exactly how everything has played out. It’s the kind of edge that usually hides in plain sight.

There are many sports data providers in the market. What sets Odditt apart from competitors?

Most data companies stop at the numbers. We focus on meaning. It’s not about showing what happens, but why it matters. We design for fans, not Wall Street analysts. We built our systems to capture context, like rest days, grudge matchups, altitude, and stadium size. Those things don’t show up in standard feeds, but they change outcomes every week, and they are what get fans excited.

What has been the toughest technical or data challenge you’ve faced, and how did you solve it?

Starting from scratch. Most companies building sports products start by buying sports data. We started with nothing and built a custom end-to-end solution designed to power the next generation of sports betting engagement products. 

Fortunately, my co-founder and CTO, Elaine Milardo, has over 25 years of data experience and built DraftKings’ entire data platform team from just one engineer to over 100 over the course of seven years.

As someone named to the industry’s “20 in their 20s,” how has your leadership style evolved since starting Odditt?

When I started Odditt, I was a college dropout with an idea. I was (or at least purported to be) a visionary, but not a leader. 

Elaine is someone who I truly credit for empowering me to become someone that others can follow and for teaching me how to be a good leader. There is an extremely powerful responsibility that I carry as someone who people rely on to set the course of our company, and in turn, their careers, and financial security. 

For me, leadership has become about setting ambitious goals, empowering our incredible team, and wearing as many hats as it takes and working as many hours as it takes to make sure we reach them.

Looking ahead five years, how do you see Odditt and Betflow evolving, and what role do you want them to play in shaping the future of sports betting?

Five years from now, I want Betflow to be the default way people discover bets – not through lists of odds, but through insights and stories. Discovery platforms and sports betting content will become as important as sportsbooks. We have already seen it with TikTok and what it has done to e-commerce. There is no delineation between shopping and content consumption anymore. Sports betting will follow that same path, and Betflow will be on the front line of that, delivering the ultimate browsing experience to sports fans. Odditt will be doing the dirty work to make it all possible: the pipes, the scaffolding, the raw materials powering sportsbooks, media, creators, and the rest of the sports betting ecosystem. Sports fans deserve a betting experience that amplifies what they already love.

Thank you for the great interview, sports enthisiasts who wish to learn more should visit Odditt.