Anomaly

Overview

Anomaly is an AI-powered platform that helps healthcare revenue teams manage payer relationships and operations[2]. Founded by Jacob Shiff and Jon Hoffman in 2019[2], the company is listed as part of the New York AI scene[1]. Anomaly's Smart Response product is described as detecting payment patterns and adapting to shifting payer rules[4]. The company reports processing 3 billion or more medical and pharmacy claims, analyzing $45 billion in billable encounters and 700 million claim lines at a 97 percent accuracy rate[5]. Anomaly's investors include Redesign Health, RRE Ventures, Link Ventures, Madrona and Sound Ventures[7]. In May 2026, the company announced securing an additional $17 million in funding to expand its platform from revenue cycle operations into managed care[6]. The company maintains its legal entity, Anomaly Insights, Inc., at 500 7th Avenue, 8th Floor, New York, NY 10018[9].

Anomaly's Smart Response is described as "The AI Engine Reverse Engineering Payer Logic at Scale," detecting payment patterns and adapting to shifting payer rules. [4]

Anomaly's legal entity is "Anomaly Insights, Inc." at "500 7th Ave, 8th Floor, New York, NY 10018." [9]

Business address: 85 5th Avenue, New York, New York, 10003. [12]

Growth & traction

Anomaly reports processing 3B+ medical and pharmacy claims, analyzing $45B in billable encounters and 700M claim lines, at a 97% accuracy rate. [5]

Anomaly's leadership includes CEO Mike Desjadon, Co-Founder & CTO Jon Hoffman, Head of Data Science Leonard Apeltsin PhD, COO Mina Egan, CPO Dan Unger, CFO Ben Bowman, CGO Kate Marcot and Chief of Staff Ali Gruber. [10]

Anomaly CEO Mike Desjadon was named a Rock Health Top 50 Digital Health Honoree on May 5, 2025. [11]

Funding history

Anomaly announced on May 13, 2026 that it had secured an additional $17M, with "New funding expands Anomaly's AI-powered platform from revenue cycle operations into managed care." [6]

Anomaly lists its investors as Redesign Health, RRE Ventures, Link Ventures, Madrona and Sound Ventures. [7]

Partnerships

On April 2, 2024 Anomaly announced "Availity Launches Groundbreaking AI Claims Denial Prediction Tool, Powered by Anomaly Insights," covering Availity's Predictive Editing, and on June 9, 2025 announced it would present with The University of Chicago and Availity at the HFMA 2025 Annual Conference. [8]