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May 21

Unravelling the Probabilistic Forest: Arbitrage in Prediction Markets

Polymarket is a prediction market platform where users can speculate on future events by trading shares tied to specific outcomes, known as conditions. Each market is associated with a set of one or more such conditions. To ensure proper market resolution, the condition set must be exhaustive -- collectively accounting for all possible outcomes -- and mutually exclusive -- only one condition may resolve as true. Thus, the collective prices of all related outcomes should be \1, representing a combined probability of 1 of any outcome. Despite this design, Polymarket exhibits cases where dependent assets are mispriced, allowing for purchasing (or selling) a certain outcome for less than (or more than) 1, guaranteeing profit. This phenomenon, known as arbitrage, could enable sophisticated participants to exploit such inconsistencies. In this paper, we conduct an empirical arbitrage analysis on Polymarket data to answer three key questions: (Q1) What conditions give rise to arbitrage (Q2) Does arbitrage actually occur on Polymarket and (Q3) Has anyone exploited these opportunities. A major challenge in analyzing arbitrage between related markets lies in the scalability of comparisons across a large number of markets and conditions, with a naive analysis requiring O(2^{n+m}) comparisons. To overcome this, we employ a heuristic-driven reduction strategy based on timeliness, topical similarity, and combinatorial relationships, further validated by expert input. Our study reveals two distinct forms of arbitrage on Polymarket: Market Rebalancing Arbitrage, which occurs within a single market or condition, and Combinatorial Arbitrage, which spans across multiple markets. We use on-chain historical order book data to analyze when these types of arbitrage opportunities have existed, and when they have been executed by users. We find a realized estimate of 40 million USD of profit extracted.

  • 4 authors
·
Aug 4, 2025

LiveTradeBench: Seeking Real-World Alpha with Large Language Models

Large language models (LLMs) achieve strong performance across benchmarks--from knowledge quizzes and math reasoning to web-agent tasks--but these tests occur in static settings, lacking real dynamics and uncertainty. Consequently, they evaluate isolated reasoning or problem-solving rather than decision-making under uncertainty. To address this, we introduce LiveTradeBench, a live trading environment for evaluating LLM agents in realistic and evolving markets. LiveTradeBench follows three design principles: (i) Live data streaming of market prices and news, eliminating dependence on offline backtesting and preventing information leakage while capturing real-time uncertainty; (ii) a portfolio-management abstraction that extends control from single-asset actions to multi-asset allocation, integrating risk management and cross-asset reasoning; and (iii) multi-market evaluation across structurally distinct environments--U.S. stocks and Polymarket prediction markets--differing in volatility, liquidity, and information flow. At each step, an agent observes prices, news, and its portfolio, then outputs percentage allocations that balance risk and return. Using LiveTradeBench, we run 50-day live evaluations of 21 LLMs across families. Results show that (1) high LMArena scores do not imply superior trading outcomes; (2) models display distinct portfolio styles reflecting risk appetite and reasoning dynamics; and (3) some LLMs effectively leverage live signals to adapt decisions. These findings expose a gap between static evaluation and real-world competence, motivating benchmarks that test sequential decision making and consistency under live uncertainty.

  • 3 authors
·
Nov 5, 2025 2

PolyBench: Benchmarking LLM Forecasting and Trading Capabilities on Live Prediction Market Data

Predicting real-world events from live market signals demands systems that fuse qualitative news with quantitative order-book dynamics under strict temporal discipline -- a challenge existing benchmarks fail to capture. We present PolyBench, a multimodal benchmark derived from Polymarket that records point-in-time cross-sections of 38,666 binary prediction markets spanning 4,997 events, synchronously coupling each snapshot with a Central Limit Order Book (CLOB) state and a real-time news stream. Using PolyBench, we evaluate seven state-of-the-art Large Language Models -- spanning open- and closed-source families -- generating 36,165 predictions under identical, timestamp-locked market states collected between February 6 and 12, 2026. Our multidimensional framework assesses directional accuracy, our proposed Confidence-Weighted Return (CWR), Annualized Percentage Yield (APY), and Sharpe ratio via realistic order-book execution simulation. The results reveal a pronounced performance divergence: only two of seven models achieve positive financial returns -- MiMo-V2-Flash at 17.6% CWR and Gemini-3-Flash at 6.2% CWR -- while the remaining five incur losses despite uniformly high stated confidence. These findings highlight the gap between surface-level language fluency and genuine probabilistic reasoning under live market uncertainty, and establish PolyBench as a contamination-proof, financially-grounded evaluation standard for future LLM research. Our dataset and code available at \href{https://github.com/PolyBench/PolyBench{https://github.com/PolyBench/PolyBench}}.

  • 3 authors
·
Apr 2