Elaine Milardo
Odditt Appoints Elaine Milardo as its New Chief Technology Officer
Odditt, a leading provider of innovative sports betting data, tools, and analytics, has appointed Elaine Milardo as its new Chief Technology Officer (CTO). With over 25 years of experience in the data industry and key roles at DraftKings and Vistaprint, Elaine brings a wealth of expertise to Odditt’s growing team.
Elaine played a pivotal role in founding the data platform team at DraftKings, beginning as its sole member and initial architect. Throughout her seven-year tenure, she built the team from scratch and maintained her position as the leading authority within the department. Under her guidance, the team continuously expanded to align with and support the company’s growth from a nascent startup to a publicly traded powerhouse. Her demonstrated expertise will be invaluable to Odditt as it seeks to enhance its offerings and revolutionize betting engagement.
“I am thrilled to welcome Elaine to the Odditt team as our CTO. Within the first ten minutes of meeting Elaine, I could tell that she was world-class, both as a data expert and as a human being. I am incredibly grateful to have Elaine on board as we continue to develop an industry-leading suite of sports betting tools and data feeds for women’s sports and in-game betting,” Matt Bresler, CEO of Odditt, said.
“What compelled me about Odditt is that there is already an exceptional data foundation with its world-class odds database with extensive historical and real-time odds coverage across many global sports. My expertise lies largely in delivering exceptional data architecture at scale. I am excited for the opportunity to grow Odditt’s extensive data solutions and products as we revolutionize betting engagement,” Elaine Milardo said.
Bracket Party
Odditt Launches Bracket Party, a Free March Madness Bracket Tool for Casual Fans
Fifty-six million Americans will fill out March Madness brackets this year. A new free tool from sports data company Odditt is built for the majority who don’t follow college basketball.
Bracket Party allows anyone to build a complete NCAA tournament bracket — men’s or women’s — without any knowledge of basketball. Rather than picking winners for each game, users answer questions about their favorite colors, jersey numbers, mascots, zodiac signs, and more. The platform’s scoring engine combines those preferences with real team data to generate a personalized bracket and explains exactly why every pick was made.
BracketParty.com is now live. Users can build and share brackets using last year’s tournament data, with full brackets for both the men’s and women’s tournaments available following Selection Sunday on March 15.
Survey data underscores the market gap. Eighty-four percent of Americans don’t follow college basketball, yet NCAA tournament bracket pools are the country’s largest participatory sports event, ahead of fantasy football and Super Bowl squares.
Forty-six percent of bracket participants say they pick purely on gut feeling. Yet every major bracket platform is built for the minority who follow the sport closely.
“Tens of millions of people participate in March Madness brackets every year, and most of them are essentially guessing. Every tool out there was built for the hardcore fan who makes data-driven decisions. We built this for everyone else, to make this process one of self-expression, rather than one of confusion,” said Matt Bresler, CEO and Co-Founder of Odditt.
The women’s tournament is treated as equal to the men’s at Bracket Party — same engine, same preference categories, same depth of data. Women’s bracket pool participation has grown sharply in recent years, with ESPN recording a record 3.4 million entries in 2025. Bracket Party hopes to be a small piece of that continued growth.
Bracket Party runs on the same data infrastructure that powers Betflow, Odditt’s year-round sports betting and DFS discovery app, reflecting the company’s broader focus on fan engagement beyond sports betting.
“We built this technology from the ground up to serve every kind of fan. The data has always shown that basketball knowledge doesn’t predict bracket success — what’s missing is a tool that actually embraces that reality instead of ignoring it,” said Elaine Milardo, CTO and Co-Founder of Odditt, who previously played a pivotal role in founding the data platform team at DraftKings.
The post Odditt Launches Bracket Party, a Free March Madness Bracket Tool for Casual Fans appeared first on Americas iGaming & Sports Betting News.
Betflow
Odditt Launches Betflow: A New Way to Discover and Build Fun Sports Bets
Sports data company Odditt announced the official U.S. launch of Betflow. The next-generation sports betting discovery platform blends deep analytics with an engaging, intuitive experience.
Built by a team of sports fans and data experts, Betflow helps users explore bets by surfacing personalized options that match each bettor’s interests, risk tolerance, and style.
“Sports betting shouldn’t be intimidating or time-consuming. With Betflow, we’ve made building your bets as exciting as watching the game itself. You can discover bets through stats, trivia, mascots, or even emojis. And everything connects back to real data,” said Oddit CEO and Founder Matt Bresler.
Powered by Odditt’s proprietary data feeds, Betflow draws from decades of historical stats, contextual trends, and real-world factors — from rivalries and coaching histories to weather and player relationships. The app covers over 100 global leagues, including more than a dozen women’s leagues, and is designed for both analytical and casual bettors.
Features That Make Betflow Stand Out
• Fun Flows: Discover bets through entertaining facts about teams and players — mascots, jersey numbers, birthdays, and more.
• Fact Flows: Interactive stats and visuals showing how teams and players actually perform in key conditions—weather, rivalries, home games, and more. Understand the “why” behind every bet.
• Trend Blender: Select a player or team, choose the factors you think impact performance (weather, facing former coaches, days of rest, etc.), and instantly see how they have performed in those exact scenarios. Your theories, backed by data, in seconds.
• Fun Factory: Create real parlays and bets instantly using your favorite emojis.
• Personalized Discovery: Hundreds of thousands of new bets and parlays daily, tailored to your preferences.
• Seamless Action: Connect directly to top sportsbooks and place bets in just a few taps.
“Betflow brings emotion and insight together. Our goal was to design something that speaks to every type of bettor — whether you’re driven by numbers or narratives. The experience is personal, fast, and surprisingly fun,” said Odditt Co-Founder and Chief Technology Officer, Elaine Milardo.
Betflow is now available in the US and will expand to additional markets soon. Users can start with a free plan that includes whimsical bet discovery or upgrade for full access to Betflow’s custom parlay and bet creation tools, plus exclusive stat-driven betting research powered by proprietary data.
With thousands of early users and strong industry interest, Odditt has begun a new seed fundraising round to accelerate Betflow’s growth.
The post Odditt Launches Betflow: A New Way to Discover and Build Fun Sports Bets appeared first on Americas iGaming & Sports Betting News.
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