Sales Development Representative

About The Company

At Smartness, we are building the future of hospitality tech. Our SaaS helps lodging providers boost revenues by 30%+ and get more direct bookings. We are the fastest-growing B2B SaaS in the industry, trusted by 4,000+ clients across 40+ countries, with billions of euros in bookings processed. Backed by top international investors and named one of Italy's Top 10 LinkedIn Startups, we are on a mission to scale globally.

What Will You Do

• Outbound Prospecting – Identify and engage high-quality leads by reaching out to accommodation providers. Your main goal will be to create qualified appointments through both company-provided contact lists and direct prospecting of new opportunities.
• Deliver Exceptional Experiences – You'll be the first point of contact for potential clients, shaping their first impression of Smartness and contributing directly to our growth story.
• Achieve Your Monthly Target – Your performance will be measured by the ARR generated through the opportunities you create, emphasizing quality and conversion rather than volume.
• Data Analysis & Continuous Improvement – You'll sharpen your analytical mindset by monitoring and improving your pipeline performance, using some of the most advanced sales tools in the market.
• Demonstrate Our Value Proposition – Clearly communicate how Smartness helps hospitality businesses grow, sparking enthusiasm and trust among prospects.

What We're Looking For

• Strategic Sales Mindset: You understand how to approach complex organizations, identify key decision-makers, and tailor your outreach to different stakeholder levels.
• Business Acumen: You can quickly grasp our clients' business models and challenges, positioning Smartness as a strategic partner rather than just a software solution.
• Collaborative Approach: You work closely with Account Executives and Product Owners to build and qualify high-value pipelines, ensuring alignment from first contact to closing.
• Data-Driven & Insight-Oriented: You leverage CRM insights, market data, and sales intelligence tools to prioritize accounts and refine your strategy.
• Resilience & Persistence: Enterprise sales cycles are long and complex — you stay motivated, disciplined, and consistent in your outreach and follow-up.
• Communication Excellence: You can clearly and confidently articulate Smartness's value proposition to C-level and senior decision-makers.
• Experience in B2B SaaS Prospecting: You have at least 1–2 years of experience in outbound prospecting or lead generation, ideally within a SaaS or technology environment.
• Curiosity & Growth Mentality: You're constantly learning — from data, colleagues, and customers — to sharpen your skills and evolve as a sales professional.
• Italian: C2

What Do We Offer

• Work in a small and top-performing team that moves extremely fast, where your contribution really matters.
• Work without having to deal with jerks and ego-maniacs.
• The opportunity to join one of the best travel-tech sales teams in Europe.
• A place where your talent can blossom.
• An environment where mistakes are allowed. We make bold choices to achieve ambitious goals, learn from mistakes, and move forward.
• A place where your voice matters. Meetings provide space for new ideas and projects, regardless of your role or seniority.
• Continuous growth. We challenge the status quo, constantly evolving our sales processes and approaches to achieve ambitious goals.
• We have fun while working. We're easygoing people.
• Work with the best software out there to automate repetitive tasks and let you focus on customers and targets.
• Hybrid working from one of our offices in Arco, Milan, or Barcelona.
• Competitive compensation with performance-based incentives. For our Sales team for the Italian market, we typically offer an OTE package ranging from €40,000 to €100,000 annually, depending on experience, commercial track record, market knowledge, and expected impact, plus the opportunity to receive equity, aligning your success with the long-term growth of the company. Our compensation structure is designed to reward ambition, ownership, and consistent results. The OTE includes both a fixed salary and a variable component linked to individual and team performance, providing