Chapter has raised a total of $184M across multiple funding rounds, including a $75M Series D on April 16, 2025, led by Stripes. Founded in 2013, the New York City-based HRTech startup reached unicorn status in 12 years and 3 months with a valuation of $1B. The platform serves 11–50 employees, offering digital Medicare and employee benefits management, plan comparison, and financial savings tools. Chapter aims to scale nationally, enhance AI capabilities, and deliver improved, personalized healthcare and benefits solutions for employees and individuals.