Pat Calhoun — CEO
I’ve spent my career building and scaling category-defining enterprise platforms—from early product-market fit to global adoption and exit. At Cisco (via acquisition of Airespace), we built the #2 wireless market share position globally in under 18 months from zero—helping define the modern enterprise Wi-Fi architecture. As Founder & CEO of Espressive, we became a three-time leader in the Forrester Wave for Conversational AI for Employee Services, achieving 85%+ adoption, 65%+ ticket reduction, and millions of enterprise interactions annually. Across prior roles at Cisco, McAfee, and ServiceNow, I’ve led and scaled multiple category-leading products—including IPS, firewall, NAC, and ITSM platforms—each reaching market leadership positions. In addition to building from zero, I’ve repeatedly stepped into situations where growth stalled—diagnosing and correcting go-to-market, positioning, and operating issues to get companies back on trajectory. Today, I work directly with CEOs and boards at critical inflection points—typically when growth stalls, positioning breaks down, or execution no longer matches ambition. I step in to diagnose what’s actually driving the gap and, where there’s a clear path, take ownership of correcting it—across go-to-market, product positioning, and operating model.
Stackforce AI infers this person is a SaaS and enterprise technology leader with a focus on AI-driven solutions.
Location: San Francisco, California, United States
Experience: 28 yrs
Work Experience
Inflection Point Partners
Founder / CEO (3 mos)
Resolve
Chief Strategy Officer – Resolve (Following Acquisition of Espressive) (5 mos)
Forbes Technology Council
Forbes Councils Influencer, Focus on AI, ML and Employee Experiences (5 yrs 8 mos)
Espressive
Founder & Chief Executive Officer (9 yrs)
ServiceNow – The Enterprise Cloud Company
Senior Vice President Product, Applications (1 yr 3 mos)
McAfee / Intel Security
SVP/GM Network Security Business Unit (3 yrs 2 mos)
Cisco Systems
VP/General Manager, Secure Network Services Business Unit (2 yrs 5 mos)
Chief Technology Officer, Wireless Networking Business Unit (4 yrs 6 mos)
CANARIE Inc.
Board Member (2 yrs 11 mos)
Airespace (acquired by Cisco)
Chief Technology Officer & Founder (4 yrs)
Sun Microsystems, Inc
Sr. Staff Engineer, Next Generation Mobility Technology (3 yrs)
Education
at Algonquin College of Applied Arts and Technology