We are seeking an Account Executive to drive our commercial growth across the Italian market, with a base in Milan. You will be responsible for identifying and closing new business opportunities with enterprise and mid-market clients, leveraging Contents' AI platform to support their digital transformation. This is a high-impact role for a results-driven professional who thrives in fast-paced environments and has a strong understanding of the Italian business landscape.

Key Responsibilities

Own the full sales cycle across key accounts in Italy

Build and manage a strong pipeline through outbound activities, events, referrals, and partnerships

Deliver compelling presentations and product demos to both technical and business stakeholders

Develop tailored commercial proposals in collaboration with pre-sales and product teams

Negotiate and close deals, ensuring alignment with company targets and strategy

Collaborate with marketing and leadership on go-to-market initiatives for Italy

Maintain strong client relationships, acting as a trusted advisor

Join Us If

3–5 years of experience in B2B SaaS sales

Proven track record of meeting or exceeding sales targets

Experience managing medium to long sales cycles

Strong knowledge of the Italian market and business culture

Existing network across industries such as retail, banking, telco, or manufacturing

Excellent communication,



negotiation, and relationship-building skills

Fluent in English (mandatory); Italian or any other language is a plus

Based in Milan or willing to relocate

Nice To Have

Experience in MarTech, AI, or enterprise content solutions

Background in high-growth startups or scale-ups

Familiarity with AI-driven platforms or digital transformation projects

Experience working with international clients or cross-border deals

What We Offer A competitive salary package aligned with your experience and seniority The opportunity to join a fast-growing international company

Exposure to global teams and strategic initiatives A dynamic and innovative work environment

Want a mini-spoiler on Contents?

Contents is a leading Italian scale-up providing an AI-powered content creation platform used by global brands in publishing, retail, luxury, financial services, and automotive. Our platform leverages LLMs to enable personalized content creation and seamless CMS/CRM/social integrations. Contents is backed by leading European and American venture capital firms and is rapidly expanding its global presence and product offerings.

Contents is an equal opportunity employer. We evaluate candidates regardless of gender, ethnicity, sexual orientation, religion, or disability.

📌 Sales Executive - Italian Market (Milan hub) (Milano)
🏢 Contents
📍 Milano