Remote Enterprise Sales Leader - New Logos (Milan)

EdCast; Italia; Remote; EUR 90,000 - 130,000; Full time

Job summary

Cornerstone is seeking a remote, net-new business sales professional to own a full sales cycle in a Milan-based remit. You will prospect, qualify, and close enterprise logos, collaborating with technical peers to scope and prototype solutions in HR and talent management.

The role emphasizes consultative discovery, building a robust pipeline from scratch, and presenting to VP- and C-level executives. Travel is anticipated 25–30% for meetings and workshops.

Qualifications

• Strong enterprise sales and complex deal leadership experience.
• Strong outbound prospecting, discovery, and closing skills; pipeline from scratch.
• Experience selling to VP- and C-level executives with no prior relationship.
• A collaborative, problem-solving mindset for consultative, embedded sales Motion.
• Willingness to travel 25–30% for meetings, workshops and closings.
• Ability to connect AI capabilities with business value and credible deployment.
• Credible with senior customer stakeholders; cross-functional coordination across teams.
• Familiarity with Cornerstone’s platform, skills strategy, and AI portfolio.
• Ability to lead virtual teams without direct authority; work across sales, product, services.

Responsibilities

• Consultative discovery to map prospect workflows and data for outcome-oriented solutions.
• Prototype or configure a working proof-of-concept with a technical partner.
• Scope and design with HR/IT stakeholders to ensure what is sold is built.
• Own the full sales cycle: prospecting, discovery, demo, proposal, negotiation, close.
• Coordinate with Solutions Consulting, legal, and deal desk through signature and handoff.
• Stay engaged through early implementation kickoff to confirm scope and delivery.

Skills

Enterprise sales

Deal leadership

Outbound prospecting

Discovery

Closing

C-level presentations

Travel willingness

AI value framing

Stakeholder management

Cross-functional

Job description

Cornerstone is seeking a remote, net-new business sales professional to own a full sales cycle in a Milan-based remit. You will prospect, qualify, and close enterprise logos, collaborating with technical peers to scope and prototype solutions in HR and talent management.

The role emphasizes consultative discovery, building a robust pipeline from scratch, and presenting to VP- and C-level executives. Travel is anticipated 25–30% for meetings and workshops.