Vice President of Enterprise Sales

About

We are a provider of point-of-sale (POS) hardware, software, and related services focused on the retail and hospitality industries. We help enterprise customers modernize their in-store and on-premise technology to improve operations, guest experience, and profitability.

Role Overview

We are seeking an experienced VP of Sales to lead and grow our enterprise sales organization. This executive will own the strategy, execution, and results for selling POS hardware, software solutions, and professional services to large retail and hospitality customers. The ideal candidate is a proven enterprise sales leader with deep knowledge of the retail/hospitality technology landscape and a track record of building high-performing teams that consistently exceed revenue targets.

Key Responsibilities

• Develop and execute the enterprise sales strategy for POS hardware, software, and services across retail and hospitality verticals.
• Build, lead, coach, and scale a high-performing enterprise sales team (account executives, sales engineers, and support roles as needed).
• Own the full sales pipeline and forecast accuracy for enterprise accounts; consistently achieve or exceed quarterly and annual revenue targets.
• Identify, engage, and close large enterprise opportunities, including multi-location rollouts, hardware refresh cycles, and managed services contracts.
• Partner closely with Product, Marketing, Customer Success, and Operations to align solutions with market needs and ensure smooth deal execution and customer onboarding.
• Establish and maintain executive-level relationships with key decision-makers at major retail chains, restaurant groups, hotels, and other hospitality operators.
• Drive competitive differentiation and value-based selling of our POS hardware platforms, payment solutions, and professional services.
• Manage sales budget, compensation plans, and resource allocation to maximize ROI.

Required Qualifications

• 10+ years of progressive sales experience, with at least 5+ years in a senior sales leadership role (Director or VP level) selling technology solutions to enterprise customers.
• Proven track record of selling POS hardware, payment systems, retail technology, or related solutions into multi-location retail and/or hospitality enterprises.
• Demonstrated success building and scaling enterprise sales teams and consistently delivering against aggressive revenue targets.
• Strong executive presence and experience negotiating complex, multi-stakeholder deals (often involving procurement, IT, operations, and C-level stakeholders).
• Deep understanding of the retail and hospitality technology landscape, including POS systems, payments, inventory, labor management, and customer experience technologies.

Benefits

• Vacation/PTO
• Medical
• Dental
• Vision
• 401k
• Bonus
• Telecommute