Full-Time

Analyst 2

Compliance

Posted on 10/2/2025

DraftKings

DraftKings

5,001-10,000 employees

Online platform for fantasy sports betting

Compensation Overview

$76.8k - $96k/yr

+ Bonus + Equity

Boston, MA, USA

In Person

Category
Legal & Compliance (1)
Requirements
  • Bachelor’s or advanced degree in Mathematics, Statistics, Engineering, Computer Science, Business Analytics, or another relevant discipline.
  • At least 2 years of business analytics experience, preferably with exposure to compliance, technology, consulting, and/ or e-commerce industry.
  • Knowledge of statistical methods, predictive modeling (e.g. OLS, Logistic regression, etc), data analysis, and working with large datasets.
  • Knowledge of SQL/Snowflake, Python, and Tableau.
  • Comfortable in a fast-paced, results-driven environment.
  • Ability to maintain stakeholder relationships and deliver concise technical insights to a varied audience.
Responsibilities
  • Conduct data analysis and reporting to evaluate compliance initiatives and regulatory requirements, including algorithm development for detecting violations, dashboard creation, and routine updates for senior leadership.
  • React real-time to various threats to the business by evaluating alerts, creating data driven insights, and developing new response models.
  • Build and maintain a reporting suite to support critical initiatives and inform stakeholders.
  • Perform ad hoc analysis on high-risk events to support compliance and operations activities.
  • Partner cross-functionally with teams such as Engineering, Product, and Operations to analyze and highlight important customer behaviors that may present a compliance risk.

DraftKings runs an online gaming and entertainment platform that includes daily fantasy sports, sports betting, online casino games, and a marketplace for digital collectibles. Users participate in cash-prize fantasy contests or place bets on events, and the platform handles bets, winnings, and digital-asset transfers within a regulated environment to ensure fairness. The company differentiates itself by offering a broad mix of services—fantasy sports, real-money betting, casino games, and NFTs—on a single platform with strong regulatory compliance. Its goal is to provide a complete, legally compliant entertainment and gaming experience that appeals to sports fans, gamblers, and digital collectors while growing revenue across contests, bets, casino games, and NFT trading.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Boston, Massachusetts

Founded

2012

Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 revenue hits $1.65B, up 17%, with EBITDA at $168M.
  • Average revenue per payer rises 21% to $131 amid margin expansion.
  • Analysts value shares at $35.95, implying 38% upside from $22.25.

What critics are saying

  • FanDuel erodes sports betting share via superior retention.
  • Massachusetts lawsuit imposes $100M fines over deceptive bonuses.
  • Kalshi seizes 20% prediction market, negating DraftKings' $300M spend.

What makes DraftKings unique

  • DraftKings invests $300M in prediction markets to lead emerging sector.
  • Expands iCasino via Bragg Gaming partnership in New Jersey April 2026.
  • Pioneers AI-driven live betting and in-game personalization for users.

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Benefits

Performance Bonus

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

1%

2 year growth

1%
The Eastern Herald
Apr 13th, 2026
US gambling model faces exploitation crisis with DraftKings accused of targeting addicted users through aggressive casino promotions.

US gambling model faces exploitation crisis with DraftKings accused of targeting addicted users through aggressive casino promotions. The rapid expansion of online gambling across the United States has entered a new and deeply contested phase, with DraftKings at the center of a widening legal and public health storm. What once appeared to be a booming digital entertainment sector now faces mounting accusations of exploitation, regulatory failure, and systemic harm tied to aggressive promotional strategies. In April 2026, the company continues to push high-visibility casino incentives, including low-entry bets paired with large bonus offers. These promotions have become a defining feature of the US gambling economy. Critics argue they are also a central mechanism driving addiction, financial distress, and legal backlash. A growing body of lawsuits across multiple states alleges that DraftKings engineered its platform to maximize user engagement through psychologically calibrated incentives. Legal complaints claim the company deployed targeted advertising, gamified interfaces, and data-driven personalization to encourage repeated betting behavior, even among users showing clear signs of addiction. These concerns echo patterns seen in a broader casino lawsuit that exposed systemic failures tied to gambling operations. The legal pressure is no longer isolated. Courts have allowed several high-profile cases to proceed, including a Massachusetts class action that challenges the transparency of DraftKings' widely promoted "$1,000 bonus" offer. Plaintiffs argue that the terms required to unlock the bonus were far more restrictive than advertised, effectively making the incentive unattainable for most users. Other lawsuits go further. They accuse the company of deliberately cultivating compulsive gambling behavior. Claims describe systems designed to exploit psychological vulnerabilities, supported by push notifications, reward loops, and "risk-free" marketing language that masks the true financial exposure faced by users. Similar concerns around deceptive practices have emerged in other digital sectors, reinforcing fears of systemic exploitation. The consequences outlined in these cases are severe. Plaintiffs report catastrophic financial losses, mental health deterioration, and long-term addiction. Legal filings describe individuals losing tens of thousands of dollars, with some cases linking gambling behavior to depression, anxiety, and suicidal ideation. These escalating financial risks highlight the broader economic dangers tied to unregulated digital platforms. At the same time, the industry continues to grow with minimal federal intervention. Regulation remains fragmented, largely controlled at the state level. This patchwork system has created gaps that allow companies to scale rapidly across jurisdictions without consistent oversight. Critics say this structure benefits corporations while leaving consumers exposed. Recent legislative moves highlight the tension. Several states have introduced restrictions aimed at limiting gambling-related harm. Maine has approved a ban on credit card use for online betting, citing concerns over debt and addiction risks, according to this report. Other jurisdictions are exploring tighter payment controls and advertising limits. Yet these measures remain uneven, and no unified national framework exists. Meanwhile, DraftKings faces a series of legal battles extending beyond addiction claims. The company recently settled a case involving the unauthorized use of Major League Baseball players' likenesses, according to Reuters. Additional litigation involving trademark disputes with the NCAA continues to unfold, with courts examining the boundaries between sports branding and betting promotion in another Reuters report. Public scrutiny has intensified in parallel. High-profile controversies linked to gambling culture and media partnerships have raised questions about accountability and influence. The blurred line between entertainment, advertising, and betting continues to draw criticism from regulators and advocacy groups. What emerges is a portrait of an industry operating at the intersection of technology, finance, and behavioral science. Online platforms have removed traditional barriers to gambling. Bets can be placed instantly, repeatedly, and in isolation. This accessibility has transformed gambling into a continuous digital activity, embedded in everyday life. Legal experts warn that this transformation has outpaced the regulatory frameworks designed to govern it. The core issue extends beyond individual companies. It reflects a broader structural imbalance within the US economic model, where innovation and profit expansion often move faster than consumer protection. For DraftKings, the stakes are rising. The company remains one of the dominant players in a market projected to generate billions in annual revenue. Growth continues to be driven by aggressive user acquisition strategies, including promotional campaigns that promise large rewards for minimal initial risk. Yet the narrative surrounding those promotions is shifting. What was once marketed as opportunity is increasingly viewed through the lens of risk. Courts, lawmakers, and public health advocates are beginning to challenge the assumptions underlying the industry's expansion. The coming months are likely to define the next phase of this conflict. Ongoing lawsuits could establish new legal precedents. Regulatory bodies may face pressure to impose stricter controls. Companies may be forced to rethink the design and marketing of their platforms. For millions of users, the implications are immediate. The accessibility and intensity of online gambling have created an environment where financial exposure can escalate rapidly. The line between entertainment and harm has become increasingly difficult to define. The broader question now confronting the United States is not simply how to regulate gambling. It is whether the current model driven by aggressive incentives, data exploitation, and fragmented oversight can continue without deeper structural reform. In that sense, the DraftKings controversy is not an isolated case. It is a signal of a larger reckoning within an industry built on speed, scale, and risk.

News 5 Cleveland
Apr 10th, 2026
DraftKings and MLB Players resolve legal dispute.

DraftKings and MLB Players resolve legal dispute. April 10, 2026 Settlement ends legal conflict between DraftKings and MLBPA. DraftKings has successfully settled its legal dispute with the Major League Baseball Players Association (MLBPA), concluding a lengthy court case. The disagreement centered on the unauthorized use of MLB players' names and images by DraftKings in its applications and social media campaigns. Details of the lawsuit. The MLB Players Association accused DraftKings and Bet365 of using the names, likenesses, and images of all MLB players to market their services without proper licensing agreements. This prompted the MLBPA to pursue legal action seeking damages and penalties. DraftKings defended its actions by claiming that its use of player imagery was justified because its products delivered newsworthy content. This defense referenced a previous Indiana case involving FanDuel, where daily fantasy sports products were granted certain exemptions based on their journalistic value. However, U.S. District Judge Karen Spencer Marston disagreed with this defense, ruling that DraftKings' use of player imagery was commercial in nature rather than journalistic. Consequently, she denied DraftKings' motion to dismiss the lawsuit, which had been requested a year earlier. In September 2025, the two parties reached an agreement to settle the matter. Following this settlement, Judge Marston issued an official dismissal order, formally concluding the case. Previous controversies surrounding DraftKings. This lawsuit with the MLBPA is not the first instance where DraftKings has faced criticism for its use of player imagery. Currently, the company is also confronting a complaint from the NCAA regarding unauthorized usage of the March Madness brand for promoting its sports betting offerings. Beyond image rights issues, DraftKings is under scrutiny for the potentially addictive nature of its micro-betting products. Additionally, the company has been accused of employing misleading language in its marketing strategies that may downplay the risks associated with gambling.

Yahoo Finance
Apr 10th, 2026
DraftKings shares under pressure despite $6.1B revenue base, analysts see 38% upside potential

DraftKings shares have struggled recently despite generating US$6.1 billion in revenue and maintaining a market capitalisation of US$11.9 billion. The stock, trading at US$22.25, has declined across multiple timeframes, with a five-year total shareholder return down 61.29%. The company, primarily operating in the United States online sports betting and iGaming market, is considered 38.1% undervalued against a fair value estimate of US$35.95. This valuation assumes continued product innovation in live betting, in-game personalisation and AI-driven trading will boost average revenue per user and improve long-term earnings. However, the bullish case depends on regulatory and tax conditions remaining stable and prediction market investments translating into sustainable profit margins.

Gaming America
Apr 6th, 2026
DraftKings and FanDuel face patent suits tied to Trump's Commerce Secretary.

DraftKings and FanDuel face patent suits tied to Trump's Commerce Secretary. Published on April 6, 2026 Interactive Games LLC, a Cantor Fitzgerald affiliate, has sued DraftKings and FanDuel in federal court for infringing five patents tied to mobile gambling technology. A Cantor Fitzgerald affiliate has sued DraftKings and FanDuel in federal court, alleging the two largest US sports betting operators infringed patents covering core mobile gambling technology. The lawsuits add an unusual dimension to an already complicated political landscape for the gaming industry: two of the five patents at the center of the claims were co-invented by Howard Lutnick, who now serves as US Commerce Secretary under President Donald Trump. The suits were filed Thursday by Interactive Games LLC, a successor entity to Cantor Gaming, in federal district courts in Massachusetts and New Jersey. The Massachusetts complaint targets DraftKings platforms. The New Jersey complaint names FanDuel and its parent Betfair as defendants. What the patents cover. Interactive Games says the five patents at issue cover systems for verifying users' identities and locations on mobile devices, as well as technology designed to detect and prevent tampering in smartphone gambling applications. These are not peripheral features. Identity verification and geolocation confirmation are mandatory components of every state-licensed sports betting and online casino platform in the United States. Every mobile bet placed legally in the country depends on a system that confirms the user's identity and that their device is physically located within a jurisdiction where wagering is permitted. Interactive Games alleges that DraftKings' mobile apps, including its sportsbook, casino, fantasy sports, and other betting platforms, infringe those patents. The FanDuel complaint makes parallel allegations regarding its secure smartphone gambling systems. Lutnick's connection. Two of the five patents were co-invented by Lutnick and other employees of Cantor Gaming while Lutnick was serving as CEO of Cantor Fitzgerald, its parent company. Cantor Gaming was the gambling technology arm of the broader Cantor Fitzgerald organization. Lutnick founded the unit in the mid-2000s and built it into a licensed Nevada gaming operator with sports betting technology and casino products. When Lutnick was confirmed as Commerce Secretary last year, he stepped down as both CEO of Cantor Fitzgerald and chairman of Interactive Games LLC. Cantor said at the time that Lutnick had divested himself of all his Cantor business interests. Interactive Games is registered as a Nevada business and is identified in the filings as a Cantor affiliate. The Commerce Secretary has not disclosed an ongoing interest in the litigation. But the fact that a company he chaired and co-invented patents for is now suing the two dominant US sports-betting operators adds a political dimension that goes beyond a standard patent dispute. A pattern of IP litigation. This is not Interactive Games' first legal action against DraftKings. The company previously filed a patent infringement case against DraftKings in federal court in Delaware in June 2019, before the mobile sports betting market existed at its current scale. That earlier case indicates a sustained intellectual property strategy around the mobile gambling technology portfolio Cantor Gaming developed during its years as an active Nevada gaming operator. DraftKings and FanDuel collectively dominate the US sports betting market, holding the largest combined share of handle and revenue in every state where they operate. Both companies have invested heavily in proprietary mobile technology, but also rely on third-party systems and infrastructure for various components of their platforms. The precise claims in the current suits, and which specific systems Interactive Games alleges were infringed, will become clearer as the cases proceed through discovery. Neither DraftKings nor FanDuel had publicly responded to the suits as of the filing date. The broader context for the gambling industry. The lawsuit arrives at a turbulent moment for both operators. DraftKings stock is down roughly 37% year-to-date as prediction market platforms have pressured traditional sportsbook market share. FanDuel's parent Flutter has seen similar stock pressure. Both operators are simultaneously managing legal exposure from multiple directions, including the prediction market competitive threat, state-level regulatory scrutiny, and now a federal patent action tied to the foundational technology of their mobile products. Patent litigation in the gaming technology space has grown more active as the US market has matured. With hundreds of millions of dollars in annual revenue now flowing through mobile platforms, the value of controlling key underlying patents has increased substantially. Interactive Games is seeking unspecified monetary damages in both cases.

Yahoo Finance
Apr 1st, 2026
DraftKings launches racing app in Delaware, Rhode Island and New Mexico

DraftKings has rebranded its horse racing product from DK Horse to DraftKings Racing, integrating it directly into its main sportsbook app. The company is simultaneously expanding into Delaware, Rhode Island and New Mexico. The rebrand comes ahead of the Kentucky Derby and marks the end of DraftKings' separate racing app, which previously operated as a white-label affiliate of Churchill Downs' TwinSpires. The integration allows users to access horse racing alongside other sports and utilise existing wallet functionality and promotions. The Rhode Island entry is particularly notable as the state considers ending International Game Technology's sports betting monopoly, which expires in November 2026. IGT's Sportsbook RI app has faced operational challenges, including going offline for over an hour during the NFL's opening Sunday.

INACTIVE