Hilary Headlee

Operating Partner, Head of Early Growth Advisory Portfolio Programs @Insight Partners

San Jose, CA, US
EMAILS
h•••••••@insightpartners.com
MOBILE NUMBERS
+16•••••••61

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WORK HISTORY

Jan 2026 — Present

Operating Partner, Head of Early Growth Advisory Portfolio Programs @Insight Partners

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EDUCATION

2000 — 2000

Richmond, The American International University in London

Study Abroad Program

1996 — 2000

Augustana University (SD)

BA

SKILLS

Salesforce.comSaasTrainingSales OperationsCustomer ServiceStrategyBusiness StrategyProcess ImprovementStart-UpsBusiness ProcessPublic SpeakingClient ServicesLeadershipManagementBusiness DevelopmentEnterprise SoftwareCrmSales ManagementB2bAnalysisZuoraAdvisoryConsultingRevenue OperationsEnterprise ReadinessAbmSales EnablementCustomer OnboardingCustomer SuccessConfigure Price Quote (Cpq) SoftwareSalesforce.com AdministrationSales Target ManagementOnboardingChief of StaffProgram ManagementDeal DeskSme ConsultingTerritory PlanningCompensation PlanningLead Management

ABOUT HILARY HEADLEE

Honored to be leading our Early and Growth Advisory strategies, the team of incredible Onsite Advisors for these segments, and our Portfolio Programs to support 550+ Insight Partners companies. The Onsite Advisory Team provides guidance, insights, and practical actions across R+D, GA, and GTM functions. We aim to support scale and growth by 1:1 engagements to in-person events and CxO connects to portfolio data and insights. Prior to Insight, I spent 20+ years operating in GTM and Operations in B2B + B2C SaaS companies. Those years were spent with deep collaboration across Product, Marketing, Sales, Finance, and IT to support 5 exits including successful IPOs for high growth companies like Zoom (ZM) and Alteryx (AYX), with M+A support for Mindbody (PE), Lynda.com (now LinkedIn Learning), and Iconoculture (now Gartner). Every morning I pour myself a Dolly Parton size \"cup of ambition,\" by drinking coffee and focusing on what matters most to me professionally: helping others achieve their goals.

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