Senior SMB Sales Leader, North America

Harvey; Chicago (IL); On-site; USD 289,000 - 391,000; Full time

Job summary

Harvey is reshaping how legal and professional services leverage AI-driven sales with a regional SMB leadership role across North America. Build and manage a world-class team, define go-to-market motion, and drive high-velocity growth in a fast-moving SaaS environment.

You will lead frontline managers, scale teams in ambiguity, and shape strategy while delivering real value to customers adopting AI in high-stakes markets.

Qualifications

• 10+ years of B2B tech sales experience.
• 4+ years managing and developing sales managers or senior individual contributors.
• Experience leading regional or multi-market sales org in high-growth environments.
• Proven track record selling complex software to enterprise or SMB.
• Experience operating across North America markets and understanding regional dynamics.

Responsibilities

• Lead, coach and develop SMB Sales Managers across North America for net new logo targets.
• Implement and maintain a rigorous sales operating cadence including onboarding, enablement, coaching, pipeline generation, and deal execution.
• Drive regional sales strategy: territory design, coverage, and go-to-market execution.
• Own North America SMB forecasting and pipeline health with senior leadership reporting.
• Hire and retain top managerial talent and build leadership bench across the region.
• Partner with global SMB leadership to localize and refine the sales playbook for North America.
• Develop executive relationships with Harvey’s highest value SMB customers in the region.
• Collaborate with marketing, solutions engineering, legal, and customer success for a cohesive customer experience.
• Represent North America SMB in global planning cycles and headcount discussions.

Skills

B2B tech sales

Sales leadership

Enterprise software sales

Executive presence

Cross-functional collaboration

North America market

Job description

Harvey is reshaping how legal and professional services leverage AI-driven sales with a regional SMB leadership role across North America. Build and manage a world-class team, define go-to-market motion, and drive high-velocity growth in a fast-moving SaaS environment.

You will lead frontline managers, scale teams in ambiguity, and shape strategy while delivering real value to customers adopting AI in high-stakes markets.