Case Study: DraftKings achieves faster, centralized contracting with LinkSquares

DraftKings Uses LinkSquares to Accelerate Their Contracting to Keep Up with a Rapidly Scaling Business

DraftKings, a Boston-based digital sports entertainment and gaming company with 3,500+ employees, faced a major visibility and scale challenge: thousands of contracts scattered across drives, slow manual review during high‑stakes events, and frequent status requests that pulled legal staff away from priority work. To solve this, DraftKings adopted LinkSquares, initially implementing LinkSquares Analyze (and later LinkSquares Finalize) to provide a secure repository with OCR, data extraction, clause‑level search, and robust reporting.

LinkSquares centralized DraftKings’ contracts, pulled agreements from data rooms, and automated ingestion from their e‑signature tool, enabling clause searches, portfolio‑wide reports in seconds, and faster drafting workflows. The LinkSquares deployment reduced manual effort (the team reports it “saves us hours”), lowered risk by surfacing prior terms quickly, accelerated contract turnaround for a busy five‑lawyer commercial team handling a dozen+ contracts per day, and improved responsiveness across finance and other departments.

DraftKings

Sean Hickey

Director of Legal