CalypsoAI Raises $23 Million in Series A-1

by Kay Aloha Villamor in June 28th, 2023

CalypsoAI, a Washington, D.C.-based AI Security company, raised $23 million in a Series A-1 financing, bringing its total raised to $38.2 million since its founding.

The round was led by Paladin Capital Group, with participation from existing investors such as Lockheed Martin Ventures as well as new investors including Hakluyt Capital and Expeditions Fund. Strategic angels, including Auren Hoffman and Anne and Susan Wojcicki, also participated in the funding round.

The new capital will be used to drive product development for its Large Language Model (LLM) security solutions, acquire top talent, and make go-to-market investments.

CalypsoAI offers a comprehensive suite of solutions that accelerate trust and governance for the adoption of AI and machine learning in enterprise and government settings.

Organizations can leverage CalypsoAI to test, validate, and monitor internally developed and third-party AI applications before wide deployment, ensuring operational outcomes while mitigating cybersecurity risks.

“Many organizations may think banning the use of LLMs or setting up written guidelines are the right approaches to mitigating risk. Not only are these the wrong approaches, but it also sets them up to become digital laggards as their competitors successfully deploy the technology to scale innovation,” said Neil Serebryany, Founder and CEO of CalypsoAI. “By adopting CalypsoAI’s solutions, every enterprise or government organization should be able to enable the benefits AI solutions deliver while having confidence that they are trusted, resilient, and secure. With support from some of the top investors and a drive to put LLMs in every worker’s hands, CalypsoAI is bringing the AI and cybersecurity markets together in a way that’s never been done before.”

Company: Calypso AI Corp

Raised: $23.0M

Round: Series A-1

Funding Month: June 2023

Lead Investors: Paladin Capital Group

Additional Investors: Lockheed Martin Ventures, Auren Hoffman, and Anne and Susan Wojcicki

Company Website:

Software Category: AI Security Solutions

About the Company: Founded in Silicon Valley in 2018, CalypsoAI is a company developing and delivering AI security solutions. The company’s vision is to be the trusted partner and global leader in the AI security domain, empowering enterprises and governments to leverage the immense potential of generative AI solutions and Large Language Models (LLMs) responsibly and securely. CalypsoAI is striving to shape a future in which technology and security coalesce to transform how businesses operate and contribute to a better world. 


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