Associate Account Executive - Italy (Italian Speaking)

About Us

Think about your last hotel stay. Did you skip the front desk line with mobile check-in? Message the staff for extra pillows? Order a late-night snack with a tap on your phone? Then you've likely run into Canary in the wild.

Canary Technologies is the leading agentic AI platform for hotel and guest management, powering the digital infrastructure for more than 20,000 hotels in 125+ countries. The world's most renowned hospitality brands, including Marriott International, Four Seasons and Wyndham Hotels & Resorts, partner with us to increase revenue, improve operations and elevate the guest experience.

We've executed the largest deployment of autonomous AI systems in hospitality, building technology that fundamentally redefines how guests and hotels interact. It's made us one of the top-funded hotel technology companies in the world, with nearly $200M raised to date.

Canary has been recognized as a 2024 and 2025 Deloitte Technology Fast 500™ company, Inc. 5000 fastest-growing company, and swept the 2026 HotelTechAwards, including Best Place to Work, #1 Guest Experience Platform, and the Hotelier's Choice Award. We're scaling our team to bring innovation to life faster than ever.

We're growing quickly, and we're looking for people who are passionate about their work, want to grow with us and are ready to take on more responsibility along the way. We value rigor and velocity in equal measure: high standards, fast pace, real ownership. If that's the environment you're looking for, this is the place for you.

Come join us! Let's shape the future of hospitality together.

About the Role

Canary Technologies is the leading guest management platform for hotels, and Italy is one of our priority growth markets in EMEA. As our Associate Account Executive for Italy, you will be the first voice Italian hoteliers hear from Canary, opening conversations with independent hotels, groups and management companies and turning them into qualified meetings for our Account Executives. You will own top-of-funnel pipeline generation for the Italian market end to end, from research and outreach to qualification and handover. This is a high-impact role for a driven, Italian-speaking sales professional who wants to grow a career in SaaS sales.

What You'll Do

• Generate qualified pipeline across the Italian hotel market through cold calling, email, LinkedIn and multi-channel sequences
• Research and map target accounts (independent hotels, hotel groups and management companies), identifying key decision-makers in operations, front office, revenue and IT
• Run discovery conversations in Italian to qualify needs, timing and fit, and book meetings for Account Executives
• Hit monthly targets for meetings booked, qualified opportunities and pipeline created
• Keep Salesforce accurate and up to date with all activity, contacts and opportunity details
• Partner closely with AEs and Territory Directors on account strategy, handovers and regional campaigns
• Follow up on inbound leads, events and marketing campaigns for the Italian market
• Share market and competitor insights from the field to sharpen messaging and positioning for Italy

What We're Looking For

• Native or fluent Italian and professional working proficiency in English
• 1+ years in an outbound sales role (SDR/BDR/FCR) or a customer-facing commercial role
• Hospitality experience (hotel operations, front office, revenue or hotel tech) is a strong plus
• Comfortable making a high volume of cold calls and handling objections with confidence
• Strong written communication for personalised outreach
• Organised, self-motivated and metrics-driven, able to work autonomously in a distributed team
• Experience with Salesforce, Salesloft/Outreach or similar sales tools preferred
• Coachable, curious and eager to grow into an Account Executive role

Compensation

Target cash compensation ranges from €50,000-€65,000, including a fixed annual salary and uncapped commission paid monthly.

This role also includes a stock option grant, subject to board approval.

Actual compensation will be commensurate with the candidate's skill level, experience, and specific work location.

Perks & Benefits

We work hard to make Canary a fun, rewarding, and high-energy place to work. Here's how we take care of our flock:

Time Off

• Unlimited PTO: Take the time you need to truly rest and recharge.
• Holidays + Canary Days: Standard holidays plus monthly company-wide days off for a guaranteed long weekend.
• Birthday Holiday: A dedicated day off to celebrate you!

Travel & Office Flexibility

• Office Exchange: A travel stipend to visit the team in person at our SF, NY, or Dallas hubs.
• Canary Hotel Experience: Staying at a Canary hotel? We've got you covered with a credit toward your stay.
• Preferred Hotels Discount: Enjoy a minimum 30% off the best available rate at select partner hotels globally.

Growth & Community

• Self Improvement Club: A monthly budget to help you smash your personal goals.
• Professional Development: Level up your career with a dedicated learning stipend to fuel your skills and cross-functional connection.
• Referral Program: Help us grow the flock and score a cash bonus for successful hires.

Canary Technologies is an equal opportunity employer. We recruit, employ, train, compensate and promote talent regardless of race, religion, ethnicity, national origin, citizenship, gender, gender identity, sexual orientation, age, veteran status, disability, genetic information or any other protected characteristic.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.