Enterprise Account Executive – POS

This is a fully remote position, open to applicants in United States.

📋 Description

• Market and sell enterprise POS software to sectors including higher education, healthcare, senior living, corporate dining, and entertainment.

• Operate within the Northwest region of the United States utilizing both traditional and SaaS delivery methods.

• Identify, engage with, and secure new clients across various venues.

• Manage a designated sales territory or account portfolio while achieving monthly, quarterly, and annual revenue goals.

• Identify, prospect, and build relationships within the assigned territory.

• Qualify both inbound and outbound opportunities and formulate account strategies.

• Conduct product demonstrations for hospitality technology solutions.

• Interpret customer business and technical requirements into tailored solution recommendations.

• Oversee the complete sales cycle from prospecting and discovery to demonstrations, proposals, negotiations, and closing.

• Propel new business acquisition and account growth.

• Develop business cases and ROI analyses.

• Respond to RFPs/RFIs with precise technical and commercial information.

• Collaborate with Product, Professional Services, Customer Success, Marketing, and Leadership teams.

• Handle contract negotiations with legal and internal stakeholders.

• Maintain records in CRM, pipeline forecasts, and sales activity reports.

• Perform competitive analysis and highlight product differentiators.

• Build executive-level relationships with key stakeholders.

• Travel 50% or more across the United States and Canada for customer engagements, prospect meetings, and industry events.

⛳️ Requirements

• 3 to 5 years of demonstrated experience in SaaS or enterprise software sales, preferably within the hospitality technology sector, focusing on POS systems or similar solutions.

• Proven success in exceeding quotas, especially in roles focused on new business acquisition.

• Experience in corporate dining sales within the hospitality industry.

• Background in managing sales cycles that involve multiple stakeholders and executive decision-makers.

• Proven ability to deliver product demonstrations, design solutions, and effectively address technical objections.

• Strong understanding of hospitality technology ecosystems, including POS systems, payment solutions, and third-party integrations.

• Willingness and capability to travel extensively throughout North America.

• Bachelor's degree preferred or equivalent professional experience.

• Strong hunter mentality with a proven track record of generating and closing new business.

• Advanced consultative selling, negotiation, and closing skills.

• Exceptional presentation and communication skills for both technical and executive business audiences.

• Ability to demonstrate POS and hospitality technology solutions while aligning features with customer business outcomes.

• In-depth knowledge of food and beverage operations.

• Proficiency with CRM platforms such as Salesforce, sales enablement tools, and collaboration software.

• Disciplined in pipeline management, forecasting, and deal execution.

• Ability to translate technical features into quantifiable business value, operational efficiencies, and ROI.

• Strong understanding of enterprise software integrations, data flows, security requirements, and implementation considerations.

• Must be prepared to complete necessary license applications, background checks, security checks, and documentation.

🏝️ Benefits

• 401(k) plan with employer matching.

• Paid parental leave.

• Paid sick leave in accordance with applicable laws.

• Medical benefits.

• Dental benefits.

• Vision benefits.

• 10 paid holidays.

• Disability insurance.

• Basic life insurance.

• Mental health program.

• Tuition reimbursement.

• Commission bonus plan.