We are seeking a Sales Executive to drive our commercial growth across Italy, Europe, and the UK , with a base in Milan. You will be responsible for identifying, developing, and closing new business opportunities with enterprise and mid-market clients across these markets, leveraging Contents’ AI-powered platform to support their digital transformation.

This is a high-impact role for a results-driven sales professional who thrives in a fast-paced, international environment and has a strong understanding of enterprise sales and the European business landscape.

Key Responsibilities

- Own the full sales cycle across key accounts in Italy, Europe, and the UK
- Build and manage a strong pipeline through outbound activities, events, referrals, partnerships, and other strategic channels
- Identify and engage senior decision-makers across enterprise and mid-market organizations
- 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 commercial strategy
- Collaborate with marketing and leadership on go-to-market initiatives across Italy, Europe, and the UK
- Build and maintain strong client relationships, acting as a trusted advisor throughout the sales process
- Contribute market insights and customer feedback to help shape Contents’ commercial and product strategy

Join Us If

- You have 3–5 years of experience in B2B SaaS sales
- You have a proven track record of meeting or exceeding sales targets
- You have experience managing medium to long sales cycles, ideally with enterprise or mid-market clients
- You have a strong understanding of the Italian and/or European business landscape
- You have an existing network across industries such as retail, banking, telco,



manufacturing, luxury, publishing, or automotive
- You have excellent communication, negotiation, presentation, and relationship-building skills
- You are fluent in English (mandatory); Italian or any other European language is a plus
- You are based in Milan or willing to relocate
- You are comfortable working with international teams and travelling across Europe and the UK when required

Nice To Have

- Experience in MarTech, AI, or enterprise content solutions
- Background in high-growth startups or scale-ups
- Familiarity with AI-driven platforms, digital transformation, CMS, CRM, or content ecosystems
- Experience working with international clients and managing cross-border deals
- A strong network within enterprise organizations across European markets

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, enterprise clients, and strategic international initiatives
- The opportunity to play a key role in expanding Contents’ presence across Italy, Europe, and the UK

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, and social integrations. Contents is backed by leading European and American venture capital firms and is rapidly expanding its global presence and product offerings.

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

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📌 Sales Executive – Italy, Europe & UK (Milano)
🏢 Contents
📍 Milano