Pentera, formerly known as Pcysys, is a cybersecurity software company based in Boston. It has operations in the United States, Germany, UK, Israel, Dubai, and Singapore.
History Pentera was founded in 2015 under the name Pcysys. The company initially focused on automated penetration testing technologies and later expanded its platform to support broader security validation use cases. In 2021, Pcysys rebranded as Pentera.
Funding Pentera has raised venture capital funding through multiple funding rounds. To date, the company has raised $190 million in primary funding:
Seed funding (2015-2018): Raised $5 million. Series A (November 2019): Raised $10 million from AWZ Ventures and Blackstone Group. Series B (September 2020): Raised $25 million from Insight Partners, AWZ Ventures, and Blackstone Group. Series C (January 2022): Pentera became a unicorn raising $150 million, out of which $75 million in primary, from K1 Investment Management, Evolution Equity Partners, and Insight Partners. This funding round brought Pentera's valuation to $1 billion. Series D (March 2025): Raised $60 million, led by Evolution Equity Partners, with participation from Farallon Capital Management.
On October 9, 2025, Pentera acquired DevOcean, an AI-remediation management platform.
On November 5, 2025, Pentera acquired EVA Information Security, an offensive security firm specializing in AI red teaming and pentesting.
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