Sales Development Representative

About Cleo Pay

Cleo Pay is the AI-native finance platform for hospitality and live events. Our AI reads invoices, routes approvals and pays vendors, artists and contractors, then collects W-9s and files 1099s. Teams ask Cleo Agent about their spend, or connect Claude and other AI tools through our API and MCP server.

Venues, restaurants, event producers, travel agencies and creator agencies run their payouts on Cleo. Before Cleo, most of them paid people by paper check, wire or a mix of payment apps.

We are a small team in New York, founded in 2025, backed by hospitality groups and angel investors, and part of the NVIDIA Inception program. We ship fast, talk to customers every day and care about getting the details right.

About the role

We are expanding our sales team. As a sales development representative, you will build the outbound engine that fills the calendars of our founders and account executives. You will work one on one with our founders, our head of growth and our GTM engineers, with a clear path to an account executive role based on performance.

What you'll do

• Book qualified demos every month through outbound calls, email and LinkedIn
• Build and test outreach sequences for venue owners, operators and finance leads
• Spot patterns in who buys and write down the plays that work
• Try new channels, with real freedom to experiment
• Log every touchpoint and next step in our agentic CRM
• Bring back what you hear from buyers so the pitch and the product get better

What you need

We don't care where you went to school or what you studied. We care how much you want to win in this role.

• 1+ year of experience in sales
• Comfort on the phone and with hearing no
• Clear writing and speaking, including on video calls
• A record of teaching yourself new skills quickly
• Resourceful and self-directed in a startup with few set processes
• A strong sense of urgency

Most important qualities

• Resourcefulness: you treat an unclear situation as a chance to act
• Competitive drive: you keep score and hate losing
• Coachability: you ask for feedback and use it the same day

Nice to have

• Startup experience
• A network in hospitality or live events
• An outgoing personality
• A genuine interest in AI and technology
• Experience with Apollo, Instantly and Claude

Perks

• Claude Max plan
• Zyn and caffeine, always stocked
• Recurring parties and events with customers
• Quarterly team offsites in Miami and international destinations like Bali