Regional Enterprise Sales Leader (Remote Italy)

Cornerstone Research; Town of Italy (NY); Hybrid; EUR 60,000 - 96,000; Full time

Job summary

Cornerstone is seeking a Regional Sales Manager to drive net-new business across Italy from a remote Milan base. You will identify, qualify, and close enterprise opportunities, partnering with Solutions Engineering and Legal to scope and finalize deals.

Travel 25–30% for discovery and closing meetings while leading end-to-end sales from prospecting to close. You’ll translate automation and AI-powered workforce solutions into measurable business value for senior stakeholders, maintaining a strong

Qualifications

• Strong enterprise sales and complex deal leadership experience.
• Experience selling to VP- and C-level executives with no prior relationship.
• Comfortable with a consultative, technically-embedded sales motion.
• Willingness to travel (25–30%).
• Ability to connect AI capabilities with business priorities.
• Credibility with senior customer stakeholders.
• Knowledge of Cornerstone’s platform, skills strategy and AI portfolio.
• Ability to lead virtual teams without direct authority.
• Cross-functional collaboration across sales, product, services and customer success.

Responsibilities

• Identify, prospect, and qualify new enterprise-level opportunities within an assigned territory or vertical.
• Build and manage a pipeline of net-new logos from self-sourced outbound efforts and marketing-generated leads.
• Research target accounts to understand their current landscape and likely pain points.
• Evangelize new use cases and approaches for skills intelligence within large target organizations that aren't yet Cornerstone customers.
• Own the complete sales cycle end-to-end: prospecting, discovery, solution positioning, demo, proposal, negotiation, and close.
• Translate product functionality into concrete business value for HR and business stakeholders who are evaluating Cornerstone for the first time.
• Take a consultative approach to diagnosing a prospect's talent strategy and proposing a tailored solution, not just selling against a feature list.
• Consistently meet or exceed new-business quota and revenue targets.
• Partner with Solutions Consulting / embedded technical resources from first discovery call through close.
• Ensure the proof-of-concept or prototype built during the sales cycle carries forward directly into implementation, minimizing rework and re-scoping post-signature.
• Collaborate with legal and deal desk to structure and finalize new-customer agreements.
• Stay engaged through early implementation kickoff to confirm what was scoped in the sales cycle matches what gets delivered.

Skills

Enterprise sales

Executive engagement

Pipeline building

Consultative selling

Travel readiness

Job description

Cornerstone is seeking a Regional Sales Manager to drive net-new business across Italy from a remote Milan base. You will identify, qualify, and close enterprise opportunities, partnering with Solutions Engineering and Legal to scope and finalize deals.

Travel 25–30% for discovery and closing meetings while leading end-to-end sales from prospecting to close. You’ll translate automation and AI-powered workforce solutions into measurable business value for senior stakeholders, maintaining a strong