Associate Account Executive – Italy (Italian Speaking)

About this role

Generate and qualify sales pipeline across the Italian hotel market, booking meetings for Account Executives. The role focuses on outbound prospecting, discovery conversations in Italian, and collaboration on regional account strategy.

About the company

Canary Technologies provides hospitality software for hotels, covering guest messaging, digital check-in, and property operations.

What you'll do

• Prospect Italian hotels through cold calls, email, LinkedIn, and multi-channel outreach
• Research target accounts and identify relevant decision-makers
• Conduct discovery conversations in Italian and qualify leads
• Meet monthly targets for booked meetings, qualified opportunities, and pipeline
• Maintain accurate Salesforce activity and opportunity records
• Follow up on inbound leads, events, and marketing campaigns
• Share market and competitor insights to improve Italian-market messaging

What we're looking for

• Native or fluent Italian and professional working proficiency in English
• At least 1 year in outbound sales or a customer-facing commercial role
• Comfortable with high-volume cold calling and objection handling
• Strong written communication for personalized outreach
• Organized, self-motivated, metrics-driven, and able to work autonomously

Nice to have

• Experience in hotel operations, front office, revenue, or hotel technology
• Experience with Salesforce and Salesloft, Outreach, or similar tools
• Interest in progressing to an Account Executive role

Benefits

• Uncapped monthly commission
• Stock option grant, subject to board approval
• Unlimited paid time off, company holidays, monthly Canary Days, and a birthday holiday
• Travel stipend for visiting company hubs
• Hotel stay credit at Canary hotels and discounts at select partner hotels
• Self-improvement and professional-development stipends