Sales Representative – US & Canada, Casino Management Systems

🕒 March 6

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – Remote

⏰ Full Time

🟡 Mid-level

🟠 Senior

🤑 Sales

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Win Systems

WebsiteLinkedInAll Job Openings

501 - 1000 employees

Founded 1996

💼 Consulting

📦 Logistics

🏭 Manufacturing

Consulting • Logistics • Manufacturing

Win Systems is a leading technology supplier to the global casino and lottery industries, with over 27 years of experience. The company develops and delivers casino management systems, electronic roulette and slot machines, payment solutions (e. g. , Win Pay), and integrated gaming platforms (e. g. , WIGOS One), serving operators worldwide with a focus on innovation, turnkey systems, and 24/7 customer support. It operates internationally with offices in Barcelona, Sežana, Mexico City, Lima, Miami, and Buenos Aires.

📋 Description

• Identify, develop, and close new business opportunities for Casino Management System SaaS solutions • Manage the full sales cycle from lead generation and qualification through negotiation and contract execution • Build strong relationships with casino executives, operational leaders, and technology stakeholders • Delivering compelling product presentations, demonstrations, and solution proposals aligned with client's business needs • Understand casino operational workflows and translate them into tailored software solutions • Coordinate with Pre-Sales, Product, Legal, and Customer Success teams to support deal advancement and closing • Maintain accurate pipeline management, forecasting, and CRM documentation • Represent the company at industry events, trade shows, and client meetings as required

🎯 Requirements

• Bachelor’s degree in Business Administration, Marketing, Information Technology, Engineering, or a related field • Proven experience in SaaS software sales (required) • Experience selling enterprise or complex software solutions with long sales cycles • Prior exposure to the casino, gaming, or hospitality technology sector is highly preferred • Demonstrated ability to manage multiple stakeholders and decision-makers in B2B environments • Experience using CRM systems and structured sales methodologies • Willingness and ability to travel extensively (50–75%), with frequent domestic and international trips. • Ability to work effectively in a globally integrated, cross-functional team, collaborating with operations, development, and pre-sales teams. • Results-driven sales mindset, motivated by a competitive compensation structure combining equipment sales and recurring software revenue. • High degree of versatility and adaptability, with a team-first attitude and willingness to contribute beyond a traditional sales role when needed.

🏖️ Benefits

• Comprehensive health insurance • 401K • Paid time off (PTO)