Sales Manager (Chicago, IL)

Sales Manager, Account Executives

Location: Chicago, IL

Compensation: $200,000–$250,000 OTE (Base + Variable) + Equity

About the Company

Our client is a rapidly growing, AI-driven technology company transforming how businesses manage corporate travel. Its innovative platform simplifies travel booking and management for tens of thousands of business customers and millions of travelers.

With a strong market presence, impressive growth, and continued investment in its sales organization, the company offers an exciting opportunity to join a high-performance team and play a meaningful role in its next phase of expansion.

The Opportunity

Our client is seeking a Sales Manager to lead, coach, and develop a team of Account Executives in Chicago, Illinois.

This is a hands-on leadership opportunity for someone who thrives on developing early-career sales talent, building high-performing teams, and driving measurable results.

The ideal candidate is a passionate sales leader who combines strong coaching abilities with a data-driven approach to performance management. You'll play a critical role in building a culture of accountability, continuous improvement, and sales excellence.

Key Responsibilities

• Sales Leadership: Lead, mentor, and develop a team of Account Executives to consistently achieve and exceed revenue targets.
• Coaching & Development: Provide hands-on coaching, regular one-on-ones, and actionable feedback to accelerate individual and team performance.
• Performance Management: Establish clear expectations, monitor KPIs, and proactively address performance gaps to drive accountability and improvement.
• Sales Strategy & Execution: Analyze sales activity, conversion rates, pipeline metrics, and quota attainment to identify opportunities for improvement.
• Operational Leadership: Oversee daily sales operations, troubleshoot challenges, and remove obstacles impacting team productivity.
• Team Culture: Foster a collaborative, energetic, and results-oriented environment that recognizes achievement and encourages professional growth.
• Cross-Functional Collaboration: Partner with sales leadership, marketing, product, and operations teams to optimize sales processes and improve overall effectiveness.

Qualifications

• 4–5+ years of experience managing and developing Account Executives and/or Business Development Representatives, preferably within SaaS or B2B technology.
• Proven success leading sales teams to consistently achieve or exceed revenue targets.
• Strong track record of coaching and developing early-career sales professionals.
• Hands-on leadership style with a willingness to be actively involved in daily sales operations.
• Data-driven approach to managing sales performance, identifying trends, and improving results.
• Excellent communication, motivational, and interpersonal skills.
• Experience holding team members accountable and constructively addressing underperformance.
• High energy, adaptability, resilience, and a passion for building winning sales teams.

Compensation & Benefits

• Total On-Target Earnings (OTE): $200,000–$250,000, including base salary and variable compensation.
• Equity participation.
• Comprehensive benefits package.
• Opportunity to join a fast-growing technology organization.
• Collaborative, high-performance sales environment.
• Significant opportunities for professional growth and leadership development.

Why This Opportunity?

This is an opportunity to make a direct impact at a growing technology company with an established customer base and ambitious expansion plans. You'll have the ability to develop sales talent, influence team performance, and help shape the future of a scaling sales organization.

Interested in learning more? Apply today to explore this opportunity.