Enterprise Account Executive (AI SaaS)

TL;DR

Enterprise Account Executive (AI SaaS): Driving new business and account expansion for an AI-native controls platform serving regulated financial institutions with an accent on enterprise prospecting, value-based selling, and complex commercial negotiations. Focus on managing $200K+ opportunities, aligning executive stakeholders around measurable business outcomes, and building reliable pipelines through extended sales cycles.

Location: Milan, Italy

Company

Cloud-native AI and SaaS provider delivering an integrated controls platform for banks, asset managers, hedge funds, private equity firms, insurers, and commodity businesses.

What you will do

• Generate outbound pipeline across a named list of enterprise accounts in banking, capital markets, asset management, private equity, or commodities.
• Own the full enterprise sales lifecycle from qualification and value articulation through negotiation, approval, and contract execution.
• Connect platform capabilities with customer strategy, economic outcomes, risk reduction, operational efficiency, and executive priorities.
• Lead pricing discussions, deal governance, forecasting, activity logging, and CRM hygiene in HubSpot.
• Retain commercial ownership after signature and partner with Customer Success on adoption, expansion, and renewal opportunities.

Requirements

• Experience with enterprise executive buying behavior in regulated financial institutions.
• Understanding of business objectives, regulatory pressures, and operating models in the assigned financial-services vertical.
• Knowledge of long-cycle, high-value enterprise sales involving multiple stakeholders, budget owners, and commercial approvals.
• Ability to articulate business value in terms of strategic alignment, economic impact, risk reduction, and control effectiveness.
• Experience with account lifecycle management, value realization, renewals, and expansion.

Culture & Benefits

• Work on a global, mission-critical AI platform with distributed teams across multiple geographies.
• High-ownership environment focused on speed, experimentation, delivery, and technical excellence.
• Competitive cash compensation and equity aligned with long-term value creation.
• Modern offices and a generous annual leave policy of 30 days, plus public holidays and sick leave.

Hiring process

• Initial discussion covering salary, location, experience, skills, values, and alignment.
• Deep dives into role competencies followed by a practical work-task simulation presented to colleagues and managers.
• Meetings with senior leaders; interviews may be recorded, and AI assistance during live interviews is prohibited.