Sales Director

Greenfield Talent; Illinois; Hybrid; USD 180,000 - 260,000; Full time

Job summary

Greenfield Talent is seeking a Director of Sales to lead a major commercial transformation in a regulated space. You will modernize a high-volume inbound engine, build outbound capabilities, and elevate account management across U.S. and offshore teams.

This role blends sales leadership, operational excellence, and change management in a fast-moving environment, focused on driving a performance-driven culture and scalable processes across multiple units.

Qualifications

• Experience leading large, multi-motion sales teams in regulated industries.
• Proven ability to build outbound motions and scale inbound operations.
• Track record of driving sales efficiency and cultural transformation.

Responsibilities

• Shift inbound team to proactive outbound engagement and expansion.
• Design structured sales operating systems and AI-driven tools.
• Create incentives, playbooks, and customer-touch frameworks.
• Coordinate with executive leadership, product, operations, and tech.
• Scale processes across future acquisitions and multi-site teams.

Skills

Inbound sales

Outbound sales

Account management

Talent strategy

Multi-site leadership

Leadership

AI-enabled tools

Tools

Salesforce

AI-enabled sales tools

Job description

A rapidly evolving organization in the compliance services and regulated products space is seeking a Director of Sales to lead a major commercial transformation. This leader will modernize a high-volume inbound engine, build new outbound capabilities, elevate account management, and shape a performance-driven sales culture across U.S. and offshore teams.

About the Role

The Director of Sales will oversee a multi-motion sales organization that manages more than 1,000 inbound leads per month, supports 30,000 existing customers, and is preparing to scale significantly. This role blends sales leadership, operational excellence, and change management - ideal for someone who thrives in fast-moving, highly regulated environments.

What You’ll Lead

• Inbound Sales & SDR Teams: Optimize workflows, improve conversion, and strengthen compliance-aligned engagement.
• Outbound Sales Build-Out: Launch new SDR and hunting teams, establish outbound motions into healthcare B2B markets, and integrate AI-enabled sales tools.
• Account Management: Create scalable processes for retention, upsell, and cross-sell across a large customer base.
• Talent Strategy: Recruit top performers, upgrade existing talent, and build a high-performance culture.
• Multi-Site Leadership: Manage U.S. and offshore teams with consistent operating rhythms and unified processes.

Key Responsibilities

• Shift a historically inbound-focused team toward proactive outbound engagement.
• Design and implement structured sales operating systems and AI-driven tools.
• Build incentives, playbooks, and customer-touch frameworks for account management.
• Support daily customer escalations and problem-solving.
• Partner closely with executive leadership, product, operations, and technology teams.
• Standardize and scale sales processes across future acquisitions.

Who Thrives Here

• Leaders who can attract and hire strong sales talent—especially hunters.
• Builders who enjoy creating outbound engines, new processes, and scalable systems.
• Operators who can manage complexity across regulated product lines.
• Coaches who elevate performance and drive cultural transformation.
• Strategists comfortable influencing executives and cross-functional partners.

Preferred Experience

• Leading SDR/LDR organizations of 20-40+ reps
• Healthcare, med-dev, or regulated-industry sales
• Salesforce-based environments with AI-enabled tools
• High-volume inbound and large-scale account management
• M&A integration or multi-business-unit scaling