Account Executive (Italian Market) - Remote (Spain)

About Breezeway

Breezeway’s award-winning property operations and experience platform helps coordinate, communicate, and verify detailed work at properties. Powering over 55M property care tasks, Breezeway helps thousands of short-term rental managers and hospitality operators increase operational efficiency and boost service revenue while eliminating manual work and elevating the experience at each property.

What We’re Looking For

Breezeway is hiring an Account Executive to join our Sales team and have an immediate impact on our exponential growth by selling into the Italian market. The successful candidate is a smart, energetic, self-motivated person that thrives in a fast-paced environment. Using a consultative approach, you will prospect, build relationships, and help hospitality providers solve operational inefficiencies. If you are hard-working, driven, ambitious, and want to bring your previous sales success to the next level, we’d love to chat with you. We're looking for candidates fluent in both Italian and English. While this role is fully remote, employees must be located in Spain.

What You’ll Do

• Open and develop the Italian market from the ground up.
• Own the full sales cycle: prospecting, discovery, demos, negotiation, and closing.
• Build and execute a market entry strategy tailored to Italy.
• Identify and qualify new sales opportunities through inbound lead follow-up and proactive outbound prospecting.
• Develop strong relationships with key decision-makers and stakeholders.
• Act as the voice of the Italian market internally, sharing insights on customer needs, competitors, and positioning.
• Collaborate closely with Marketing, Customer Success, and Product teams.
• Accurately forecast pipeline and revenue.
• Consistently meet and exceed revenue targets.
• Schedule and conduct online product demonstrations and webinars.
• Partner with teams across the business to ensure that expectations set during the sales process are met in delivery.
• Leverage HubSpot (CRM) to manage all sales activities.
• Understand the competitive landscape and determine how to best position Breezeway in the market.

Who You Are

• Strong communication, organizational, and presentation skills with the ability to sell and negotiate at all decision-making levels.
• Able to work in a fast-paced, intrapreneurial, and collaborative environment.
• Curious, passionate, and a continuous learner.
• Autonomous, creative, and flexible.
• Committed to Diversity, Equity, Inclusion, and Belonging (DEIB).

What You’ll Bring

• 3+ years of experience in a sourcing or closing SaaS sales role, vacation rental operations, or related industry.
• Native or fluent Italian (written and spoken).
• Fluent English (company working language).
• SaaS sales experience in the Italian market.
• Proven track record of success in meeting and exceeding goals.
• General technical proficiency with software.
• Experience with HubSpot CRM is a plus.
• Experience working in a startup environment is a plus.
• Proven experience closing deals and managing a full sales cycle.
• Strong outbound prospecting skills.
• Experience opening new markets or selling in a new territory is a strong plus.
• Comfortable working in a fast-paced, scaling environment.