Vice President North America Sales of Synack

Matt Cappello

Former Vice President, North America Sales

Matt Cappello served as Vice President of North America Sales at Synack, where he led the company’s North America commercial sales organization and partnered with enterprise security teams to address coverage gaps through continuous, on-demand offensive security testing.

Matt brings more than 15 years of cybersecurity sales leadership experience. Prior to Synack, he spent over a decade at Rapid7, where he built and scaled enterprise go-to-market teams across the West and Canada. He holds a degree in business management from Ithaca College and is based in Boston, Massachusetts.

The Hidden Costs of Building an AI Pentesting Solution

Agentic AI

Jul 16, 2026

The Hidden Costs of Building an AI Pentesting Solution

Most security teams underestimate what it costs to build an AI pentesting solution in house. People, AI token costs, infrastructure, and compliance gaps add up faster than the initial business case accounts for, and the hidden bill usually arrives in year two. I’ve been hearing the same question from security leaders lately. They’re all asking […]

Matt Cappello

7 min read

Matt Cappello

Research by Matt Cappello

The Hidden Costs of Building an AI Pentesting Solution