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Role Description

The Head of Enterprise Sales will lead the enterprise go-to-market strategy across North America, driving revenue growth, new logo acquisition, and expansion within key verticals such as retail, commerce, and digitally mature brands. This role is responsible for building, coaching, and scaling a high-performing team of enterprise sales professionals while serving as a trusted advisor to executive customers and internal stakeholders.

• Define and execute the enterprise go-to-market strategy across North America, targeting high-growth enterprise accounts.
• Own annual and multi-year revenue targets, driving new logo acquisition and strategic account expansion.
• Recruit, develop, and retain top-tier enterprise sales talent while fostering a high-performance, accountable sales culture.
• Lead complex, high-value sales cycles including pricing, negotiations, contract structuring, and executive deal strategy.
• Cultivate executive relationships with C-level stakeholders (CIOs, CMOs, Chief Digital Officers, and Heads of Commerce) to influence long-term strategy and business outcomes.
• Collaborate cross-functionally with Marketing, Customer Success, Sales Engineering, and Product teams to ensure alignment, smooth transitions, and value realization.
• Maintain operational excellence through disciplined CRM usage, accurate forecasting, and data-driven sales performance management.

Qualifications

• 10+ years of progressive enterprise sales experience, including at least 5+ years in senior sales leadership roles across the Americas.
• Proven track record of exceeding enterprise revenue targets in B2B SaaS environments.
• Deep expertise in selling complex, multi-product enterprise software solutions.
• Demonstrated success leading geographically distributed enterprise sales teams.
• Strong executive presence, negotiation skills, and strategic communication capabilities.
• Data-driven approach with experience in CRM systems (e.g., Salesforce) and sales forecasting.
• Ability to thrive in a fast-paced, global, and matrixed organization.
• Bachelor’s degree required; MBA or equivalent preferred.
• Preferred: Domain expertise in Marketing Technology and digital commerce solutions.

Benefits

• Competitive base salary with performance-based incentives and potential stock options.
• Comprehensive healthcare including medical, dental, and vision coverage.
• 401(k) plan with employer contribution.
• Flexible work arrangements and virtual-first culture.
• Generous paid time off and volunteer days.
• Professional development budget for courses, certifications, and training.
• Well-being programs including meditation, wellness initiatives, and employee assistance programs.
• Participation in company performance bonuses and recognition programs.