Senior Enteprise Account Executive, Italy

About the role:

Contentsquare is building its footprint in Italy, and we're looking for a Senior Account Executive to own the Government and Enterprise segment. This means navigating the full complexity of public procurement (CONSIP, MEPA, framework agreements) while also running strategic enterprise cycles in the private sector.

What You'll do:

• Own the full sales cycle for Government (Central and Local PA) and Enterprise accounts in Italy, from prospecting through close

• Self-source pipeline through your network, industry events, referrals, and targeted outreach — and coordinate with Marketing on ABM campaigns for strategic accounts

• Maintain rigorous pipeline hygiene in Salesforce and deliver accurate revenue forecasts

• Monitor and qualify public tenders across CONSIP, MEPA, and regional platforms

• Coordinate internally with Sales Engineering, Legal, and Tender Management to produce competitive technical-economic proposals

• Structure and manage RTI (Raggruppamenti Temporanei di Imprese) arrangements with System Integrators and technology partners where needed

• Stay current on the Codice dei Contratti Pubblici and identify opportunities tied to PNRR funding

• Build lasting relationships with decision-makers across the PA: Direttori Generali, Responsabili Transizione Digitale (RTD), and C-Level executives

• Map Contentsquare's capabilities to real business problems — digital experience improvement, conversion, accessibility, performance — and connect those to measurable ROI

• Lead internal deal teams (SE, Customer Success, Product, Legal) and keep everyone aligned on strategy and messaging

• Act as a credible voice for Contentsquare in the Italian market, representing the product at industry events and in senior client conversations

About you:

• 10+ years in B2B or B2G sales, with meaningful time in enterprise or Government accounts managing complex, multi-stakeholder cycles

• Fluent in Italian and English, written and spoken

• Track record of hitting or exceeding quota

• Comfortable navigating both procurement processes and executive relationships

• Familiar with structured sales methodologies (MEDDIC, Challenger, SPIN, or similar)

• Experience in SaaS, digital analytics, MarTech, or enterprise tech is a strong plus; curiosity about the space is a baseline requirement