Senior Enterprise Account Executive, Italy

As Enterprise Account Executive, Retail & Consumer Goods at Contentsquare you will be a high-level individual contributor responsible for hunting and closing complex deals with Fortune 500 organizations and companies with 1,000+ employees, managing strategic accounts. If you're an established enterprise sales hunter with a proven track record of delivering consistent revenue growth, we should chat.

 

What you'll be doing:

• Own the full sales cycle from strategic prospecting to close, navigating complex buying committees with 6–12 stakeholders simultaneously
• Build and maintain relationships with C-level executives (CIO, CTO, CFO), aligning Contentsquare solutions with their long-term business goals
• Conduct deep discovery to uncover pain points and map capabilities to tangible business ROI
• Lead internal deal teams including Sales Engineers, Customer Success, Product, and Legal to ensure unified approach
• Drive pipeline generation through self-sourcing and proactive prospecting - leveraging your network, cultivating referrals, attending industry events, and partnering with Marketing on Account-Based campaigns for strategic accounts
• Navigate complex negotiations and procurement pricing discussions
• Provide high-accuracy revenue forecasts maintaining rigorous pipeline hygiene in Salesforce
• Study the digital analytics market, track competition, and identify strategic opportunities
• Serve as a Contentsquare brand ambassador with clear, compelling value propositions
• Advocate for customers, bridging conversations between client requirements and engineering/product teams

 

About you:

• 10+ years B2B sales experience, with 5+ years as an Enterprise sales hunter in SaaS environments

• Proficient in Italian and English language (verbal & written)

• Proven track record consistently exceeding quotas

• Strong ability to navigate complex organizations and manage multiple opportunities across various buying stages

• Executive presence with experience presenting to and building relationships with C-level stakeholders

• Deep familiarity with MEDDIC, Force Management, Challenger Sale, or SPIN Selling

• Excellent communication and negotiation skills in multi-stakeholder environments

• Experience with enterprise SaaS, E-Commerce, Digital Analytics, or MarTech vendors preferred