How Many People Work at Second Nature? Headcount and Employee Trends

• Second Nature is a software development company based in New York, specializing in AI-powered training solutions for sales and service teams, positioning itself as a leader in the roleplay training market.
• In October 2025, Second Nature secured $22 million in Series B funding to enhance its AI capabilities and expand its offerings, including features for multi-persona role-plays and improved reporting functionalities.
• The company recently partnered with Kanematsu Corporation to leverage its AgWaste Portal for identifying high-value functional ingredients from agricultural sidestreams, showcasing its technology's versatility across industries.
• Second Nature's ideal buyers are sales and service leaders seeking to improve training efficiency and effectiveness, addressing the pain of traditional training methods that are often time-consuming and less engaging.

The workforce is structured across 13 departments, with Operations leading at 48 employees, followed by Sales with 26. Information Technology also plays a significant role with 22 staff members. This distribution indicates a strong emphasis on operational efficiency and sales capabilities, while other departments such as Community and Social Services, Executive, and Marketing contribute to a balanced organizational structure.

The company operates across 55 locations, with a notable concentration in Boston, MA, housing 12 employees, and Raleigh, NC, with 9. Other significant locations include Chicago, IL, with 5 employees, and several cities with smaller headcounts. The 'Other' category accounts for 102 employees, reflecting a distributed workforce model that supports remote operations and geographic diversity.