Director of Sales North America

About XStreamPOS

XStreamPOS is a sophisticated point-of-sale platform built for retail businesses managing multi-company, multi-brand, multi-country, and franchise operations - spanning the upper SMB to lower Enterprise markets. Designed for franchise operators and multi-store retailers, XStreamPOS features tight integration with Microsoft Dynamics 365 Business Central, giving businesses a functionally rich, flexible platform to manage financials and purchasing across complex, multi-currency retail environments as they grow. As we prepare to launch across North America, we're looking for a driven, entrepreneurial Sales Director to build our go-to-market engine from the ground up - leading direct sales for our North America organization while building a thriving co-sell motion through the Microsoft Business Central reseller community.

The Opportunity

We're hiring a Director of Sales to lead the charge on launching XStreamPOS into the North American market — a rare ground-floor opportunity for a sales leader who thrives in building something new. You'll own sales strategy and execution across the U.S. and Canada, blending direct sales to franchise operators and multi-store retailers with collaborative selling through the Microsoft Business Central reseller (VAR) community. You'll be both a strategist and a doer — setting the sales vision while also getting on the phone, working your network, and closing deals yourself in these early days. This role requires deep knowledge of point-of-sale technology for complex retail operations — multi-brand, multi-country, multi-store, multi-currency — and the ability to speak fluently to prospects and partners about ERP integration, particularly Microsoft Business Central, since financials and purchasing for our customers run through this integration. West Coast home base preferred for proximity to key accounts, partners, and time-zone overlap with our team, but we're open to strong remote candidates.

What You'll Do

• Lead the go-to-market launch - Develop and execute the outbound sales strategy to introduce XStreamPOS to merchants and businesses across North America.
• Drive outbound sales - Personally prospect, cold call, email, and network to build a strong pipeline of qualified leads in target verticals (retail multi-brand and franchise).
• Leverage your network - Tap into existing relationships with POS resellers, ISOs, payment processors, industry associations, and merchants to accelerate early adoption.
• Build the sales playbook - Create repeatable outbound processes, messaging, battle cards, and qualification criteria that can scale as the team grows.
• Own the full sales cycle - Manage prospecting through close, including coordinating demos, proposals, contract negotiation, and onboarding handoff.
• Hire and mentor - As traction grows, recruit, train, and lead a team of sales representatives across the territory.
• Represent XStreamPOS - Attend trade shows, industry events, and networking functions to build brand presence and generate leads.
• Collaborate cross-functionally - Partner with product, marketing, and customer success teams to relay market feedback and refine positioning.
• Report on performance - Track pipeline, forecast revenue in company CRM, and report key sales metrics to leadership.

What We're Looking For

• 7 years of sales experience, with at least 3 years in a sales leadership role
• Proven track record of success in outbound sales, ideally launching a new product, territory, or company
• Experience selling POS, payments, fintech, retail technology, or SaaS solutions strongly preferred
• Existing network of contacts within the POS, payments, or merchant services ecosystem is a major plus
• Demonstrated ability to build sales processes and infrastructure from scratch
• Strong track record of hitting or exceeding revenue targets
• Excellent communication, negotiation, and relationship-building skills
• Comfortable with a high level of autonomy and a fast-paced, startup environment
• Willingness to travel across North America as needed for client meetings and industry events
• Experience hiring and managing a sales team is a plus

Compensation & Benefits

• Base Salary: To be discussed
• Commission: Percentage commission on all accounts resulting in sales
• Healthcare:
• Company reimburses 70% of employees' premiums and 50% for dependents
• Retirement: 401(k) plan with 4% company match
• Paid Time Off:
• 10 paid company holidays
• 20 vacation days annually
• Technology:
• Company-provided laptop with required software
• Mobile phone provided

Benefits commence after first 3 months of employment.

Why Join XStreamPOS

• Ground-floor opportunity to shape the sales strategy and culture of a new company
• Competitive base salary plus uncapped commission/bonus structure
• Direct access to leadership and influence over product and go-to-market decisions
• Remote-first flexibility with a North American territory
• Opportunity for significant career growth as the company scales

XStreamPOS is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.