Senior Enterprise Account Executive, Italy

Milan · MilanFull-timesenior
SalesAccount ExecutiveEnterprise Account Executive
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Quick Summary

Key Responsibilities

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,

Requirements Summary

10+ years B2B sales experience,

Technical Tools
SalesAccount ExecutiveEnterprise Account Executive
Contentsquare is the all-in-one experience intelligence platform designed to be easily used by anyone who cares about digital journeys. With our flexible and scalable platform, organizations quickly get a deep understanding of their customers’ whole online journey.

We are a global leader in the experience analytics space, with a growing presence across 15 offices worldwide. We’re here to stay—and we’re looking for team members who are excited to drive impact and help us scale even further.

Our aim is to create an inclusive workplace where everyone learns and succeeds. Contentsquare has built a community of individuals who are daring, understanding, and deliberate. We invite you to join us in making the complex simpler—for our customers, their customers, and each other.

Important note: Be careful of scammers pretending to be from Contentsquare. We will never ask for money or contact you through random texts. Any communication from our in house Talent Acquisition team will only ever come from our contentsquare.com or @contentsquare-ext.com domain. For more information, visit our careers blog.

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.

 

Responsibilities

~1 min read
  • 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

 

  • 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

Listing Details

Posted
March 13, 2026
First seen
March 26, 2026
Last seen
April 24, 2026

Posting Health

Days active
28
Repost count
0
Trust Level
33%
Scored at
April 24, 2026

Signal breakdown

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Contentsquare

Contentsquare is a leading digital experience intelligence platform leveraging AI to provide insights on customer behavior, enhancing user engagement and conversion rates.

Employees
3k+
Founded
2012
View company profile
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ContentsquareSenior Enterprise Account Executive, Italy